Month: April 2022

Recommanded Product: 5-(4-Pyridyl)-1H-tetrazole. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-(4-Pyridyl)-1H-tetrazole, is researched, Molecular C6H5N5, CAS is 14389-12-9, about A Dual-Functional Luminescent MOF Sensor for Phenylmethanol Molecule and Tb3+ Cation. Author is Yi, Fei-Yan; Gu, Minli; Wang, Shi-Cheng; Zheng, Jia-Qi; Pan, Luqing; Han, Lei.

A highly luminescent porous metal-organic framework Cd3(L)2.5(4-PTZ)(DMF)3, labeled as NBU-9, has been designedly synthesized based on Cd(NO3)2·4H2O and mixed ligands of 4-(1H-tetrazol-5-yl)pyridine (4-HPTZ) with N-coordinated sites and thiophene-2,5-dicarboxylic acid (H2L) with heteroat. (S) ring and carboxylate groups in N,N-dimethylformamide (DMF) at 100 °C for 3 days. The interesting result is that this compound NBU-9 can be also obtained via the mixed raw materials of Cd(NO3)2·4H2O, 4-cyanopyridine, NaN3, and H2L under solvothermal condition at a higher temperature of 140 °C for 3 days, involving in situ ligand synthesis of 4-HPTZ. Its structure was identified by single-crystal X-ray study, powder X-ray diffraction, element anal., and TGA results. Structural anal. shows that the three-dimensional framework of NBU-9 contains cubic channels of 9.59 × 10.26 Å2 covered by a large number of open S- and O-coordinated sites and can be simplified into a 8-connected uninodal eca net with high potential solvent accessible volumes of 34.1%. Its luminescent properties demonstrate that NBU-9 as a multifunctional sensory material realizes the selective detection for the phenylmethanol mol. on the basis of fluorescence quenching mechanism and effectively sensitizing the visible emitting of the Tb3+ cation based on luminescence enhancement.

When you point to this article, it is believed that you are also very interested in this compound(14389-12-9)Recommanded Product: 5-(4-Pyridyl)-1H-tetrazole and due to space limitations, I can only present the most important information.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Application of 1663-45-2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 1,2-Bis(diphenylphosphino)ethane, is researched, Molecular C26H24P2, CAS is 1663-45-2, about Heterobimetallic μ2-carbido complexes of platinum and tungsten. Author is Burt, Liam K.; Hill, Anthony F..

The W-Pt μ-carbido complex [WPt(μ-C)Br(CO)2(PPh3)2(Tp*)] (Tp* = hydrotris(dimethylpyrazol-1-yl)borate) undergoes facile substitution of both bromide and phosphine ligands to afford a diverse library of μ-carbido complexes that includes [WPt(μ-C)Br(CO)2(dppe)(Tp*)], [WPt(μ-C)(NCMe)(CO)2(PPh3)2(Tp*)]OTf, [WPt(μ-C)(S2CNEt2)(CO)2(PPh3)(Tp*)], [WPt(μ-C)(bipy)(CO)2(PPh3)(Tp*)]PF6, [WPt(μ-C)(phen)(CO)2(PPh3)(Tp*)]PF6, [WPt(μ-C)(terpy)(CO)2(Tp*)]PF6, [WPt(μ-C)(CO)2(PPh3)(Bp*)(Tp*)], [WPt(μ-C)(CO)2(PPh3)(Tp*)2] and [WPt(μ-C)(bipy)(CO)2(PPh3)(Bm)(Tp*)], most of which were structurally characterized.

When you point to this article, it is believed that you are also very interested in this compound(1663-45-2)Application of 1663-45-2 and due to space limitations, I can only present the most important information.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of triarylphosphines and triarylphosphine oxides through the use of organolithium compounds》. Authors are Mikhailov, B. M.; Kucherova, N. F..The article about the compound:Tri(naphthalen-1-yl)phosphinecas:3411-48-1,SMILESS:C1=CC2=C(C=C1)C(=CC=C2)P(C1=CC=CC2=C1C=CC=C2)C1=CC=CC2=C1C=CC=C2).SDS of cas: 3411-48-1. Through the article, more information about this compound (cas:3411-48-1) is conveyed.

All operations with RLi were run in a N atm. To a solution of PhLi (from 5 g. PhBr, 0.44 g. Li, and 30 ml. absolute Et2O) was added with cooling over 15-20 min. 1.3 g. PCl3 in 20 ml. Et2O, the mixture was decompose with H2O after subsidence of reaction, and the organic layer washed with 10% NaOH to give 1.9 g. (61.3%) Ph3P, m. 77-8° (from EtOH). Similarly ArLi from 4 g. 1-C10H7Br, 0.27 g. Li, and 55 ml. Et2O, treated with 0.9 g. PCl3 in 50 ml. Et2O, water added, the mixture made alk. with NaOH, and the organic layer evaporated, gave 26.9% (1-C10H7)3P, m. 276-8°; crystallized from CHCl3 it forms a CHCl3 adduct, m. 260-2°, losing the solvent at 110°; the pure product m. 278-80°. 9-Bromophenanthrene, (5 g.) added to a BuLi solution from 3 g. BuCl, 0.5 g. Li, and 30 ml. Et2O, precipitated the Li derivative; the solution decanted and the washed precipitate suspended in fresh Et2O and treated with 0.9 g. PCl3 in Et2O, gave a red color which vanished as the addition continued; the usual treatment gave 72% tri-9-phenanthrylphosphine, m. 374-6° (from MePh). Similarly, 9-bromoanthracene gave 20% tri-9-anthrylphosphine, m. 270-3° (from C6H6), and some 18% anthracene. To 0.017 mole PhLi in 32 ml. Et2O was added 5 g. 9,10-dibromoanthracene and, after 20 min., 0.67 g. PCl3 in 15 ml. Et2O, yielding a red solution and precipitate; after 10 min. the usual treatment gave 3.1 g. crude product, which, extracted with hot MePh, gave 1.2 g. tris(9-bromo-10-anthryl)phosphine, orange-yellow, m. 206-8°. To BuLi from 1.1 g. BuCl, 0.2 g. Li, and 20 ml. Et2O was added 2 g. 7-bromobenz[a]anthracene, then 0.35 g. PCl3 in Et2O; the usual treatment gave 53% tris(1,2-benz[a]anthracen-7-yl)phosphine, m. 192-4° (after treatment with hot C6H6). PhLi solution with POCl3 gave 65% Ph3PO, m. 155-7° (from Et2O); 1-C10H7Li gave after 0.5 hr., 38.5% tri-1-naphthylphosphine oxide, m. 335-6.5° (from much CHCl3); 9-phenanthryllithium gave after 10 min. 49% tri-9-phenanthrylphosphine oxide, m. 354-6° (from MePh); while 10-bromo-1,2-benzanthracene yielded tris(benz[a]-anthracen-7-yl)phosphine oxide, m. 191-3° (from C6H6-Et2O). The reaction with POCl3 is vigorous and is best run with ice cooling.

When you point to this article, it is believed that you are also very interested in this compound(3411-48-1)SDS of cas: 3411-48-1 and due to space limitations, I can only present the most important information.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Chermahini, Alireza Najafi; Teimouri, Abbas; Momenbeik, Fariborz; Zarei, Amin; Dalirnasab, Zeinab; Ghaedi, Aseyeh; Roosta, Mostafa researched the compound: 5-(4-Pyridyl)-1H-tetrazole( cas:14389-12-9 ).COA of Formula: C6H5N5.They published the article 《Clay-catalyzed synthesis of 5-substituent 1-H-tetrazoles》 about this compound( cas:14389-12-9 ) in Journal of Heterocyclic Chemistry. Keywords: aryl substituted tetrazole preparation; arylnitrile sodium azide cycloaddition clay. We’ll tell you more about this compound (cas:14389-12-9).

In this study, the possibility of 5-substituted 1-H-tetrazoles synthesis using clays as catalyst was investigated. The reaction of a series of aromatic nitriles with sodium azide was catalyzed by montmorillonite K-10 or kaolin clays in water or DMF as solvent. Conventional heating or ultrasonic irradiation was used to promote reaction. The amount of nitrile to sodium azide mole ratio, amount of catalyst, reaction time, and solvent type were optimized. The versatility of this method was checked by using various nitriles, which showed reasonable yields of tetrazole formation. It was found that using nitriles with electron-withdrawing groups result in both higher yields and lower reaction times. The catalysts could be reused several times without significant loss of their catalytic activity. Compared to conventional heating, ultrasonic irradiation reduced reaction times and increased catalyst activity. The present procedure is green and offers advantages, such as shorter reaction time, simple workup, and recovery and reusability of catalyst. J. Heterocyclic Chem., (2010).

When you point to this article, it is believed that you are also very interested in this compound(14389-12-9)COA of Formula: C6H5N5 and due to space limitations, I can only present the most important information.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Reference of 1,5-Dibromopentane. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 1,5-Dibromopentane, is researched, Molecular C5H10Br2, CAS is 111-24-0, about Design, synthesis and biological evaluation of rasagiline-clorgyline hybrids as novel dual inhibitors of monoamine oxidase-B and amyloid-β aggregation against Alzheimer’s disease. Author is Xie, Sai-Sai; Liu, Jing; Tang, Chunli; Pang, Chengyun; Li, Qing; Qin, Yuelian; Nong, Xiaojie; Zhang, Zhipeng; Guo, Jie; Cheng, Maojun; Tang, Weizhong; Liang, Ningsheng; Jiang, Neng.

A series of rasagiline-clorgyline hybrids was designed, synthesized and investigated in vitro for their inhibition of monoamine oxidase and amyloid-β aggregation. Most of compounds were found to be selective and highly potent hMAO-B inhibitors showing IC50 values in the nanomolar, and exhibited a moderate inhibition of amyloid-β aggregation. 7-((5-(methyl(prop-2-yn-1-yl)amino) pentyl)oxy)chroman-4-one (6j) was the most interesting compound identified in this research, endowed with higher hMAO-B potency (IC50 = 4 nM) and selectivity (SI > 25000) compared to the reference selective inhibitor rasagiline (IC50 = 141 nM, SI > 355), and exhibited good inhibitory activity against Aβ1-42 aggregation (40.78%, 25μM). Kinetic and mol. modeling studies revealed that 7-((5-(methyl(prop-2-yn-1-yl)amino) pentyl)oxy)chroman-4-one was a competitive reversible inhibitor for hMAO-B. Moreover, compound 7-((5-(methyl(prop-2-yn-1-yl)amino) pentyl)oxy)chroman-4-one displayed low toxicity and good neuroprotective effects in SH-SY5Y cell assay, and could penetrate the blood-brain barrier according to the parallel artificial membrane permeability assay. Pharmacokinetics assay revealed that 7-((5-(methyl(prop-2-yn-1-yl)amino) pentyl)oxy)chroman-4-one possessed good pharmacokinetic profiles after i.v. and oral administrations. Overall, these results highlighted that 7-((5-(methyl(prop-2-yn-1-yl)amino) pentyl)oxy)chroman-4-one was an effective and promising multitarget agent against Alzheimer’s disease.

When you point to this article, it is believed that you are also very interested in this compound(111-24-0)Reference of 1,5-Dibromopentane and due to space limitations, I can only present the most important information.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 1,2-Bis(diphenylphosphino)ethane, is researched, Molecular C26H24P2, CAS is 1663-45-2, about Synthesis, spectral and structural studies on NiS2PN and NiS2P2 chromophores and use of Ni(II) dithiocarbamate to synthesize nickel sulfide and nickel oxide for photodegradation of dyes.Application In Synthesis of 1,2-Bis(diphenylphosphino)ethane.

The substitution of one of the dithiocarbamate ligands in homoleptic [Ni(dtc)2] (1) complex (dtc = N,N-di(4-methoxybenzyl)dithiocarbamate) with phosphine ligands gave heteroleptic [Ni(dtc)(PPh3)(NCS)] (2), [Ni(dtc)(PPh3)2] ClO4 (3) and [(dtc)(dppe)] ClO4 (4) complexes. The complexes 2-4 were characterized by elemental anal., spectroscopy and single crystal x-ray diffraction anal. Single crystal x-ray diffraction studies revealed that 2-4 adopt distorted square planar geometry. Noncovalent interactions in 2-4 were quantified using Hirshfeld surface anal. The study of single crystal x-ray diffraction of 2-4 shows that various interactions such as C-H···π (chelate), C-H···π, C-H···O and C-H···S among mols. of complexes 2-4, participate in cooperative way to stabilize the supramol. interactions. DFT calculations were used to determine the electronic structure and properties of 2. The HOMO-LUMO energy difference (2.7445 eV) is small which shows the low kinetic stability of 2. Nanoparticles of Ni sulfide and Ni oxide were successfully synthesized by solvothermal and thermal decomposition of 1, resp. and characterized by powder x-ray diffraction (PXRD), High Resolution SEM (HRSEM), Energy Dispersive Spectroscopy (EDS) and UV Diffuse Reflectance Spectroscopy (UV-DRS). The photocatalytic activity of both nanoparticles was studied for degradation of methylene blue and rhodamine 6G under UV irradiation The Ni oxide has higher photocatalytic activity than Ni sulfide.

When you point to this article, it is believed that you are also very interested in this compound(1663-45-2)Application In Synthesis of 1,2-Bis(diphenylphosphino)ethane and due to space limitations, I can only present the most important information.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 111-24-0, is researched, SMILESS is BrCCCCCBr, Molecular C5H10Br2Journal, Article, Angewandte Chemie, International Edition called Few-Unit-Cell MFI Zeolite Synthesized using a Simple Di-quaternary Ammonium Structure-Directing Agent, Author is Lu, Peng; Ghosh, Supriya; Dorneles de Mello, Matheus; Kamaluddin, Huda Sharbini; Li, Xinyu; Kumar, Gaurav; Duan, Xuekui; Abeykoon, Milinda; Boscoboinik, J. Anibal; Qi, Liang; Dai, Heng; Luo, Tianyi; Al-Thabaiti, Shaeel; Narasimharao, Katabathini; Khan, Zaheer; Rimer, Jeffrey D.; Bell, Alexis T.; Dauenhauer, Paul; Mkhoyan, K. Andre; Tsapatsis, Michael, the main research direction is MFI zeolite quaternary ammonium structure directing agent synthesis; adsorption; catalysis; di-quaternary structure directing agents; pentasil; ultrasmall crystalline domain.Quality Control of 1,5-Dibromopentane.

Synthesis of a pentasil-type zeolite with ultra-small few-unit-cell crystalline domains, which is called FDP (few-unit-cell crystalline domain pentasil), is reported. FDP is made using bis[1,5-(tributylammonium)]pentamethylene cations as structure directing agent (SDA). This di-quaternary ammonium SDA combines Butylammonium, in place of the one commonly used for MFI synthesis, Propylammonium, and a five-carbon nitrogen-connecting chain, in place of the six-carbon connecting chain SDAs that are known to fit well within the MFI pores. X-ray diffraction anal. and electron microscopy imaging of FDP indicate ca. 10 nm crystalline domains organized in hierarchical micro-/meso-porous aggregates exhibiting mesoscopic order with an aggregate particle size ≤ 5μm. Al and Sn can be incorporated into the FDP zeolite framework to produce active and selective methanol-to-hydrocarbon and glucose isomerization catalysts, resp.

When you point to this article, it is believed that you are also very interested in this compound(111-24-0)Quality Control of 1,5-Dibromopentane and due to space limitations, I can only present the most important information.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called A Mild One-Pot Reduction of Phosphine(V) Oxides Affording Phosphine(III) and Their Metal Catalysts, published in 2021-03-22, which mentions a compound: 1663-45-2, mainly applied to one pot reduction phosphine oxide chlorodisilane reducing reagent oxalylchloride; phosphine derivative transition metal complex preparation; crystal structure chlorophosphonium azolium salt; mol structure chlorophosphonium azolium salt, Recommanded Product: 1,2-Bis(diphenylphosphino)ethane.

The metal-free reduction of a range of phosphine(V) oxides employing oxalyl chloride as an activating agent and hexachlorodisilane as reducing reagent was achieved under mild reaction conditions. The method was successfully applied to the reduction of industrial waste byproduct PPh3(V) oxide, closing the P cycle to cleanly regenerate PPh3(III). Mechanistic studies and quantum chem. calculations support the attack of the dissociated chloride anion of intermediated phosphonium salt at the Si of the disilane as the rate-limiting step for deprotection. The exquisite purity of the resultant phosphine(III) ligands after the simple removal of volatiles under reduced pressure circumvents laborious purification prior to metalation and has permitted the facile formation of important transition metal catalysts.

When you point to this article, it is believed that you are also very interested in this compound(1663-45-2)Recommanded Product: 1,2-Bis(diphenylphosphino)ethane and due to space limitations, I can only present the most important information.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Regioselective Tandem C-H Alkylation/Coupling Reaction of ortho-Iodophenylethylenes via C,C-Pallada(II)cycles, published in 2021-10-01, which mentions a compound: 111-24-0, Name is 1,5-Dibromopentane, Molecular C5H10Br2, Computed Properties of C5H10Br2.

Five-membered C,C-pallada(II)cycles are a unique class of diorganopalladium species with favorable stability and an electron-rich nature, leading to efficient sequential reactions with diverse electrophiles and nucleophiles. Specifically, the development of aryl-alkenyl-palladacycle-based transformations could provide an attractive approach with regio- and stereocontrol for the construction of multifunctionalized arylethylenes. However, currently, the C,C-pallada(II)cycle formation relies on a rigid skeleton or steric congestion in the backbone to promote cyclopalladation, and the formation of aryl-alkenyl-palladacycle without an α-substituent has not been achieved. Furthermore, reactions that could discriminate between the two sp2 carbon centers of such C(sp2),C(sp2)-palladacycle remain elusive. Herein, a regioselective three-component tandem alkylation/coupling reaction applicable for a variety of non-, α-, or β-substituted and α,β-disubstituted ortho-iodophenylethylenes is reported. Electron-rich 2-pyridone ligands are employed to enable the cyclopalladation process leading to aryl-alkenyl-palladacycle intermediates, of which the two C-Pd bonds are discriminated toward alkylation by their inherent steric and electronic differences. Good linear free-energy relationships between regio-/chemoselectivities and Hammett σ values are observed

When you point to this article, it is believed that you are also very interested in this compound(111-24-0)Computed Properties of C5H10Br2 and due to space limitations, I can only present the most important information.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Cyclic amidines. X. 2-Aminoquinazoline derivatives》. Authors are Grout, R. J.; Partridge, M. W..The article about the compound:2-Aminoquinazolin-4(3H)-onecas:20198-19-0,SMILESS:O=C1NC(N)=NC2=C1C=CC=C2).Name: 2-Aminoquinazolin-4(3H)-one. Through the article, more information about this compound (cas:20198-19-0) is conveyed.

cf. CA 54, 3439a. 2-(Substituted amino)- and 3-substituted 2-aminoquin-azolines were produced by interaction of a urea, an arenesulfonyl chloride, and Me anthranilate (I). Rearrangements of 3-substituted 2-amino-3,4-dihydro-4-oxoquinazolines to their 2-(substituted amino)isomers, aminolyzes, alkylations, and transalkylations of quinazoline derivatives were examined None of the compounds reported was of therapeutic interest. EtNHCONH2 (8.8 g.) suspended in 30 mL. C5H5N treated during 10 min. at 0° with 17.7 g. PhSO2Cl, the mixture kept overnight at 0°, and heated 4 h. with 15.1 g. I gave 6.1 g. 4-hydroxyquinazolinium chloride, m. 293° (decomposition) (EtOCH2CH2OH). The free base m. 232° (Me2CO); picrate m. 274-5° (decomposition) (AcOH); acetyl derivative, prisms, m. 121-2° (C6H6-ligroine). The C5H5N mother liquor from the isolation of the foregoing chloride evaporated, and the residue codistd. with 130 mL. NH4OH gave 3 g. 4-oxoquinazoline, prisms, m. 186-7° (H2O); picrate, prisms, m. 282-4° (decomposition); acetyl derivative, prisms, m. 158-9° (C6H6-ligroine). The following 4-hydroxy-2-substituted-aminoquinazolines were thus obtained (substituent, m.p., % yield, m.p. of picrate, and m.p. of Ac derivative given): Me, 276°, 7, 294°, 196°; Pr, 198.5-200°, 34 (0.5HCl salt m. 292.5-3.5°) 252°, 118-19°; iso-Pr, 212-13°, 45, 264°, 129-30°; Bu, 187-8°, 39 (0.5HCl salt m. 258-9°), 240°; 111-12°; Me(CH2)4, 157.5-9.0°, 40 (0.5HCl salt m. 235°) 215-16°, 60-2°; cyclohexyl, 209-10°, 58 (0.5HCl salt m. 283°) 267°, 204-5°; PhCH2, 213.5-14.5°, 49, 236°, 124-5°; Ph, 261°, 19, 268°, 202-4° p-C6H4Me, 268-9°, 32, semipicrate, 285°; 209°; o-C6H4Me, 287-9°, 41, 255-6°, 154-6°; p-MeOC6H4, 271-2°, 36, -, 204-5°. The following 2-amino-3,4-dihydro-3-substituted-4-oxoquinazolines were thus obtained [3-substituent, m.p., % yield, m.p. of picrate, and m.p. of Ac derivative given]: Me, 242°, 46, 282-3°, 156-7°; Pr, 186-8°, 16.5, 261°, 151-2°; Bu, 192°, 11, 228-9°, acetyl, 140-1°; Me(CH2)4, 177°, 16, 250°, 96°; PhCH2, 202-4°, 9, 270°, 189-90°; Ph, 252°, 23 (HCl salt m. 291-2°), 268-9°; diacetyl, 209°; p-MeOC6H4, 234-6°, 5 (p-toluenesulfonate m. 258-9°), 271-2°; diacetyl, 206-8°. Pentylamine (17.4 g.) in 20 mL. concentrated HCl and 50 mL. H2O treated with 13 g. NaOCN in 100 mL. H2O gave 17.5 g. pentylurea, b17 137-9°; oxime, m. 102°. Methylphenylcyanamide (3 g.) and 7.4 g. o-methoxycarbonylanilinium p-toluenesulfonate in aqueous alkali heated 2 h. at 210° gave 1.3 g. 4-hydroxy-2-N-methylanilinoquinazoline, prisms, m. 197.5-8.5°; p-toluenesulfonate, prisms, m. 173-4° (alc.-Et2O). p-Methoxyphenylcyanamide (9.8 g.) and 11.4 g. 2-diethylaminoethyl chloride HCl salt refluxed 1 h. in 150 mL. alc. containing 3 g. Na gave 11.3 g. (2-diethylaminoethyl)-p-methoxyphenylcyanamide, m. 31-3°, b4 184°, and 1.4 g. tri-p-methoxyphenylisomelamine, m. 212°. 2-Chloro-4-ethoxyquinazoline (II) and PhNHMe refluxed 1 h. in alc. gave 4-ethoxy-2-N-methylanilinoquinazoline, prisms, m. 87-8° (ligroine); picrate m. 189-90° (decomposition). II (2.3 g.) and 1.2 g. p-anisidine refluxed 1 h. in 20 mL. alc. gave 2.9 g. 2-p-anisidino-4-ethoxyquinazoline, prisms, m. 98-9° (ligroine); picrate m. 179-80° (Me2CO). PhSO2Cl (17.7 g.) added at 0° to 19.4 g. o-ureidobenzoate suspended in 30 mL. C5H5N, and kept overnight at 0° gave 4.9 g. Me o-cyanamidobenzoate, m. 105-6° and 3.5 g. 2,4-dihydroxyquinazoline, m. 349-50°. The alkali insoluble fraction yielded 8.1 g. Me o-benzenesulfonylcyanamidobenzoate, prisms, m. 108° (iso-PrOH). 2-Amino-3,4-dihydro-4-oxo-3-phenylquinazoline (1 g.) refluxed 8 h. with 20 mL. 10N NaOH and the Na salt decomposed with AcOH gave 1 g. 2-anilino-4-hydroxyquinazoline (III), m. 261°; acetyl derivative, m. 202-4°. III was formed in 74% yield when 2-amino-4-hydroxyquinazoline (IIIa) was refluxed 24 h. with 10 mol PhNH2. The following quinazolines were similarly produced by analogous rearrangements and identified by comparison of the base and appropriate derivative with known compounds: 4-hydroxy-2-methylamino-, 95%; 2-ethylamino-4-hydroxy-, 75%; 4-hydroxy-2-propylamino-, 50%; 2-benzylamino-4-hydroxy-, 11%; 4-hydroxy-2-p-methoxyanilino-, 100%, also produced by refluxing 4-ethoxy-2-(p-methoxyanilino-) quinazoline 5 h. with 3N HCl. o-Methoxycarbonylanilinium p-toluenesulfonate (32.3 g.) and 19 g. p-MeC6H4SO3H refluxed 3 h. with 8.4 g. dicyandiamide and 200 mL. H2O gave 15.3 g. p-toluenesulfonate, m. 291-2°. This salt gave 2-guanidino-4-hydroxyquinazoline (IV), m. 310-11° (decomposition). IV (2 g.) refluxed 2 h. with 4 g. KOH in 20 mL. (CH2OH)2, diluted with H2O, and neutralized gave 1.3 g. IIIa, m. 315° (decomposition); picrate m. 258-60° (decomposition); acetyl derivative m. 277-80° (EtOCH2CH2OH). Anthranilic acid (137 g.) in 93 mL. concentrated HCl and 1 l. H2O kept 7 wk with cyanamide gave 86 g. IIIa. IIIa (6.4 g.) and 5.4 g. 2-chloroethyl acetate refluxed 45 min. in 100 mL. alc. containing 0.92 g. Na and 0.6 g. NaI, and left overnight gave 0.8 g. 2-amino-3,4-dihydro-3-(= 2-hydroxyethyl)-4-oxoquinazoline, prisms, m. 224° (alc.); picrate m. 220-1°. CH2ClCH2OH did not effect alkylation. Attempted alkylation of 2-acetamido-4-hydroxyquinazoline with 2-chloroethyl acetate gave only 93% IIIa. 4-Hydroxy-2-methylthioquinazoline (3.8 g.) and 4.6 g. 2-diethylaminoethylamine heated 75 min. at 180° gave 4.1 g. 2-(2-diethylaminoethylamino)-4-hydroxyquinazoline, m. 94-6° (aqueous alc.); picrate m. 234-5° (decomposition); MeI derivative, needles, m. 191-2°; methopicrate, needles, m. 194-5° (H2O). IIIa (3.2 g.) and 12.2 g. ethanolamine refluxed together 6 h. gave 1.15 g. 4-hydroxy-2-(2-hydroxyethylamino)quinazoline, m. 249.5-50.0° (H2O); picrate, needles, m. 212-13° (AcOH). A basic byproduct (1.65 g.), possibly 2,4-bis(2-hydroxyethylamino)quinazoline, crystallized from H2O as prisms, m. 162-3°; picrate m. 226-9° (alc.). Butylamine p-toluenesulfonate prepared in iso-PrOH gave needles, m. 122° (EtOAc). 2-Anilino-4-ethoxyquinazoline (IVa) (2.7 g.) refluxed 1 h. in 30 mL. BuOH containing 0.23 g. Na and poured into H2O gave 2.4 g. 2-anilino-5-butoxyquinazoline (V), prisms, m. 82-3° (alc.); picrate m. 182-3°(alc.). Crude 2-anilino-4-chloroquinazoline (1.1 g.) formed from 2-anilino-4-hydroxyquinazoline and POCl3, furnished 0.2 g. V, when refluxed 16 h. with 25 mL. BuOH containing 0.1 g. Na. IVa (5 g.) afforded 2 g. V, when refluxed 16 h. with 5 g. BuBr in 60 mL. alc. and 0.5 g. Na. The following ethers were obtained by transalkylation similar to that described above: 2-anilino-4-pentyloxyquinazoline (70%), needles, m. 118-19° (iso-PrOH), picrate m. 215-16° (decomposition) and 2-anilino-4-benzyloxyquinazoline (78%), needles, m. 11819° (iso-PrOH), picrate m. 215-16° (decomposition). IVa (5.3 g.) refluxed 1 h. with 60 mL. ethanolamine containing 0.5 g. Na and poured into H2O afforded 5 g. 2-anilino-4-(2-hydroxyethylamino)quinazoline (VI), m. 147-9° (PhMe); picrate, prisms, m. 185° (H2O). At 20°, the reaction yield was 5.15 g. VI was stable to alc. alkali and with HNO2 at 10° gave the nitrite, m. 163-5° (decomposition). 2-Chloro-4-(2-hydroxyethylamino)quinazoline (1 g.) and 0.42 g. PhNH2 in 10 mL. H2O refluxed 45 min. with 0.2 mL. HCl, yielded on basification 1.14 g. VI.

When you point to this article, it is believed that you are also very interested in this compound(20198-19-0)Name: 2-Aminoquinazolin-4(3H)-one and due to space limitations, I can only present the most important information.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis