Month: April 2022

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《New route to diazine mono-N-oxides》. Authors are Taylor, E. C.; Jefford, C. W..The article about the compound:2-Aminoquinazolin-4(3H)-onecas:20198-19-0,SMILESS:O=C1NC(N)=NC2=C1C=CC=C2).Recommanded Product: 2-Aminoquinazolin-4(3H)-one. Through the article, more information about this compound (cas:20198-19-0) is conveyed.

Treatment of o-O2NC6H4NCO with KCN in aqueous alkali gave o-O2NC6H4NHCOCN, m. 98°, hydrogenation of which in EtOH over PtO2 yielded I, m. 323°. Reduction of I in EtOH-MeNH2 with H and Raney Ni gave 2-amino-3(4H)-quinoxalone, m. >360°. Treatment of H2NCN with o-O2NC6H4COCl in the presence of alkali yielded o-O2NC6H4CONHCN, m. 125°, which was reduced over PtO2 to II, m. 381° (decomposition). Reduction of II with H over Raney Ni gave 2-amino-4(3H)-quinazolone, m. 313° (decomposition).

In addition to the literature in the link below, there is a lot of literature about this compound(2-Aminoquinazolin-4(3H)-one)Recommanded Product: 2-Aminoquinazolin-4(3H)-one, illustrating the importance and wide applicability of this compound(20198-19-0).

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

Safety of 1,2-Bis(diphenylphosphino)ethane. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 1,2-Bis(diphenylphosphino)ethane, is researched, Molecular C26H24P2, CAS is 1663-45-2, about 31P NMR spectroscopic analysis on photooxidation of 1,n-bis(diphenylphosphino)alkanes with the aid of DFT calculations. Author is Yasui, Shinro; Yamazaki, Shoko.

The chloroform-d solution of diphosphine, 1,n-bis(diphenylphosphino)alkane (Ph2P(CH2)nPPh2; n = 1-6), was photolyzed with light from a xenon lamp in air. The progress of the reaction was followed by 31P NMR spectroscopy. The observed spectral change showed that the diphosphine is initially oxidized to diphosphine monoxide, Ph2P(=O)(CH2)nPPh2, which is further oxidized to diphosphine dioxide, Ph2P(=O)(CH2)nP(=O)Ph2. The oxidation of the diphosphine to the diphosphine monoxide took place according to first-order kinetics with respect to the concentration of the diphosphine, the first-order rate constant, kobs, being larger with increasing number of the methylene units in the spacer. The observation in kinetics is interpreted based on the conformation of the diphosphine radical cation intermediate initially generated by electron transfer from the photoexcited diphosphine to oxygen. D. functional theory (DFT) calculations predict that the diphosphine radical cation takes “”folded”” conformation where two phosphorus atoms are arranged closely to each other. The “”folded”” conformer of the diphosphine radical cation results from electrostatic interaction of these two phosphorus atoms. This conformer explains the observed dependency of kobs on the length of the spacer in the diphosphine.

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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

Category: chiral-nitrogen-ligands. 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 Crystal structure of tetraaqua-bis(4-(5-tetrazolato)pyridyl-N)zinc(II) dihydrate, Zn(H2O)4(C6H4N5)2·2H2O. Author is Guo, J.-X.; Fu, F.; Li, D.-S.; Li, J.; Tang, L.; Qi, G.-C..

Crystallog. data and at. coordinates are given. In the crystal structure of Zn(4-PTZ)2(H2O)4.2H2O, the zinc atom has an approx. octahedral environment, where two 4 PTZ anions act as monodentate ligands via their pyridine-N atoms in trans positions [d(Zn-N) = 2.135(3) Å]. The structure also contains six water mols., four act as monodentate ligands [d(Zn-O1) = 2.122(2) Å, d(Zn-02) = 2.131(3) Å] and the remaining two as lattice water mols. Within the equatorial plane, the sum of the bond angles [Z 01-Zn-02 = 89.6(1)° and Z 02-Zn-O1′ = 90.4(1)°] around Zn(II) atom is 360°. The apical N-Zn-N bond angle is 180°. The environment of the central atom is similar to that of [Mn[5-(4-pyridyl)tetrazolato]2(H2O)4] [B. Zhang, 2005], in which the central Mn also has an octahedral environment and lies on the crystallog. inversion center. The supramol. title complex possesses two types of hydrogen bonds. One type occurs between coordinating water and lattice water mols. with d(O…O) = 2.741 Å – 2.771 Å and LO-H O… = 165.1 ° – 173.5 °. The other type is between the noncoordinating N atoms of the tetrazolato ligands and six water O atoms with d(N…O) = 2.779 – 2.924 Å and N-H…O = 159.4 – 176.7°. Through these hydrogen bonds, the adjacent mononuclear units are linked into infinite rows parallel to the b,c plane.

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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 《Deamination studies on pyrimidine and condensed pyrimidine systems》. Authors are Trattner, Richard B.; Elion, Gertrude B.; Hitchings, George H.; Sharefkin, David M..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.

Five representative 2,4-diaminopyrimidines and condensed pyrimidine systems, such as I, were subjected to several deamination procedures. The amino group in the 2-position of the pyrimidine ring can be removed by treatment with nitrous acid, but is resistant to acid or alk. hydrolysis. The 4-amino group is unreactive toward nitrous acid, but is removed by acid or alk. hydrolysis. The fused ring attached to the pyrimidine ring has a pronounced influence on the reactivity of each amino group. The results are consistent with the hypothesis that the reactive intermediates of the 2,4-diaminopyrimidine ring have a p-quinoid structure rather than an o-quinoid form.

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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 preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-Aminoquinazolin-4(3H)-one( cas:20198-19-0 ) is researched.Application of 20198-19-0.Masharipov, S. M.; Nazhimov, K. O.; Kasymova, S. S.; Askarov, M. A. published the article 《New acrylic monomers》 about this compound( cas:20198-19-0 ) in Doklady Akademii Nauk UzSSR. Keywords: crotonylquinazolinone preparation polymerization vinyl chloride; quinazolinone crotonyl preparation polymerization; vinyl chloride crotonylquinazolinone copolymer; thermal stability chloroethene crotonylquinazolinone copolymer. Let’s learn more about this compound (cas:20198-19-0).

2-(Crotonoylamino)quinazolin-4-one (I) and 2-(crotonoylamino)-3-methylquinazolin-4-one (II) monomers were prepared by reaction of 2-aminoquinazolin-4-one and 2-amino-3-methylquinazolin-4-one with crotonoyl chloride. During polymerization of the monomers with vinyl chloride (III), the polymerization rate decreased with increasing content of I or II at concentrations ≤5%. The incorporation of I or II in III polymers led to improved oxidative thermal stability, with maximum stability observed at 0.5-0.6% I or II.

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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 In Synthesis of 1,2-Bis(diphenylphosphino)ethane. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 1,2-Bis(diphenylphosphino)ethane, is researched, Molecular C26H24P2, CAS is 1663-45-2, about Photophysical Properties of Cyclometalated Platinum(II) Diphosphine Compounds in the Solid State and in PMMA Films. Author is Coffey, Belle; Clough, Lily; Bartkus, Daphne D.; McClellan, Ian C.; Greenberg, Matthew W.; LaFratta, Christopher N.; Tanski, Joseph M.; Anderson, Craig M..

Platinum(II) compounds were synthesized with both chelate cyclometalated ligands and chelate diphosphine ligands. The cyclometalated ligands include phenylpyridine and a benzothiophene-containing ligand. The three new benzothiophene compounds were characterized by NMR (NMR) spectroscopy, high-resolution mass spectrometry (HR-MS), and photophys. measurements. In the case of one compound, L1-DPPM, the structure was determined by single crystal X-ray diffraction. The structural coherence of the noncrystalline emissive solid state was measured by X-ray total scattering real space pair distribution function anal. Quantum yield values of all of the platinum compounds measured in the solid state and in PMMA films were much greater than in solution

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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

Quality Control of 2-Aminoquinazolin-4(3H)-one. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Aminoquinazolin-4(3H)-one, is researched, Molecular C8H7N3O, CAS is 20198-19-0, about New methods for the synthesis of 1,2,3,5-tetrahydroimidazo[2,1-b]-quinazoline-2,5-diones. Author is Vlasenko, A. F.; Mazur, I. A.; Kochergin, P. M..

2-Chloro-4-quinazolone reacted with BrCH2CO2Me and then RNH2 (R = H, CH2CH2OH, Bu, Ph, p-MeC6H4, p-ClC6H4) to give the title compounds I (R1 = H). These compounds and I (R = p-ClC6H4, R1 = Et) were also prepared from the corresponding 2-amino-4-quinazolones and BrCHR1CO2H or their esters.

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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 Three AgI, CuI and CdII coordination polymers based on the new asymmetrical ligand 2-{4-[(1H-imidazol-1-yl)methyl]phenyl}-5-(pyridin-4-yl)-1,3,4-oxadiazole: syntheses, characterization and emission properties, published in 2019-12-01, which mentions a compound: 14389-12-9, Name is 5-(4-Pyridyl)-1H-tetrazole, Molecular C6H5N5, Application of 14389-12-9.

The new asym. organic ligand 2-{4-[(1H-imidazol-1-yl)methyl]phenyl}-5-(pyridin-4-yl)-1,3,4-oxadiazole (L, C17H13N5O), containing pyridine and imidazole terminal groups, as well as potential oxdiazole coordination sites, was designed and synthesized. The coordination chem. of L with soft AgI, CuI and CdII metal ions was investigated and three new coordination polymers (CPs), namely, catena-poly[[silver(I)-μ-2-{4-[(1H-imidazol-1-yl)methyl]phenyl}-5-(pyridin-4-yl)-1,3,4-oxadiazole] hexafluoridophosphate], {[Ag(L)]PF6}n, catena-poly[[copper(I)-di-μ-iodido-copper(I)-bis(μ-2-{4-[(1H-imidazol-1-yl)methyl]phenyl}-5-(pyridin-4-yl)-1,3,4-oxadiazole)] 1,4-dioxane monosolvate], {[Cu2I2(L)2]·C4H8O2}n, and catena-poly[[[dinitratocopper(II)]-bis(μ-2-{4-[(1H-imidazol-1-yl)methyl]phenyl}-5-(pyridin-4-yl)-1,3,4-oxadiazole)]-methanol-water (1/1/0.65)], {[Cd(L)2(NO3)2]·2CH4O·0.65H2O}n, were obtained. The exptl. results show that ligand L coordinates easily with linear AgI, tetrahedral CuI and octahedral CdII metal atoms to form one-dimensional polymeric structures. The intermediate oxadiazole ring does not participate in the coordination interactions with the metal ions. In all three CPs, weak π-π interactions between the nearly coplanar pyridine, oxadiazole and benzene rings play an important role in the packing of the polymeric chains.

In addition to the literature in the link below, there is a lot of literature about this compound(5-(4-Pyridyl)-1H-tetrazole)Application of 14389-12-9, illustrating the importance and wide applicability of this compound(14389-12-9).

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.Abdpour, Shahin; Jalili-Baleh, Leili; Nadri, Hamid; Forootanfar, Hamid; Bukhari, Syed Nasir Abbas; Ramazani, Ali; Ebrahimi, Seyed Esmaeil Sadat; Foroumadi, Alireza; Khoobi, Mehdi researched the compound: 1,5-Dibromopentane( cas:111-24-0 ).Related Products of 111-24-0.They published the article 《Chromone derivatives bearing pyridinium moiety as multi-target-directed ligands against Alzheimer’s disease》 about this compound( cas:111-24-0 ) in Bioorganic Chemistry. Keywords: pyridiniumyl alkoxy phenyl chromenone preparation cytotoxicity ADMET docking neuroprotective; chromenone pyridiniumyl alkoxy preparation human AChE BuChE inhibition antitumor; Alzheimer’s disease; Anti-amyloid aggregation; Cholinesterase inhibitors; Chromone; Neuroprotective activity; Pyridinium salts. We’ll tell you more about this compound (cas:111-24-0).

A new serise of 7-hydroxy-chromone derivatives bearing pyridine moiety I [R = H, Ph, 4-ClC6H4, etc.; R1 = H, Et; n= 3, 4, 5] were synthesized and evaluated as multifunctional agents against Alzheimer’s disease (AD). Most of the compounds I were good AChE inhibitors (IC50 = 9.8-0.71μM) and showed remarkable BuChE inhibition activity (IC50 = 1.9-0.006μM) compared with donepezil as the standard drug (IC50 = 0.023 and 3.4μM). Compounds I [R = 4-ClC6H4, R1 = H, n = 4] and I [R = 4-MeOC6H4, R1 = Et, n = 3] showed the best inhibitory activity toward AChE (IC50 = 0.71μM) and BuChE (IC50 = 0.006μM), resp. The ligand-protein docking simulations and kinetic studies revealed that compound I [R = 4-ClC6H4, R1 = H, n = 4] and I [R = 4-MeOC6H4, R1 = Et, n = 3] could bind effectively to the peripheral anionic binding site (PAS) of the AChE and BuChE through mixed-type inhibition. In addition, the most potent compounds I [R = 4-ClC6H4, 4-MeC6H4, R1 = H, Et, n = 4, 3] showed acceptable neuroprotective activity on H2O2- and Aβ-induced .neurotoxicity in PC12 cells, more than standard drugs. The compounds I could block effectively self- and AChE-induced Aβ aggregation. All the results suggest that compounds I [R = 4-ClC6H4, 4-MeC6H4, R1 = H, Et, n = 4, 3] could be considered as promising multi-target-directed ligands against AD.

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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

Product Details of 14389-12-9. 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: 5-(4-Pyridyl)-1H-tetrazole, is researched, Molecular C6H5N5, CAS is 14389-12-9, about Click chemistry for the synthesis of 5-substituted 1H-tetrazoles from boron-azides and nitriles. Author is Yao, Yue-Wei; Zhou, Yi; Lin, Bao-Ping; Yao, Cheng.

A novel and metal free catalysis of synthesizing 5-substituted 1H-tetrazoles through 1,3-dipolar cycloaddition of boron-azides and nitriles is reported with broad substrate scope and excellent yields.

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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