Chiral nitrogen ligands

The important role of Tris[2-(dimethylamino)ethyl]amine

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Tris[2-(dimethylamino)ethyl]amine, 33527-91-2

33527-91-2, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Tris[2-(dimethylamino)ethyl]amine, cas is 33527-91-2,the chiral-nitrogen-ligands compound. Here is a downstream synthesis route of the compound.

To a solution of tris(2-dimethylaminoethyl)amine (0.326 g, 1.41 mmol) in acetonitrile (4 mL) was added 1-bromooctadecane (1.41g, 4.23 mmol). The resulting mixture was heated at reflux with stirring for 23 hours, during which time a white solid was observed. After cooling, and the addition of a cold hexanes/acetonemixture (15 mL, 1:1), to the reaction flask, the precipitate was filtered with a Buchner funnel, and rinsed with a cold hexanes/acetone mixture (20 mL, 1:1), resulting in T-18,18,18 (1.48 g, 85%) as a white powder; mp=227-259 C; ?H NMR (300 JVII-Tz, CDC13) oe 4.13-4.02 (m, 6H), 3.65-3.58 (m, 6H), 3.46-3.38 (m, 6H), 3.35 (s, 18H), 1.78-1.66 (m, 6H), 1.41-1.37 (m, 90H), 0.89-0.82 (m, 9H); high resolutionmass spectrum (ESI) in/z 330.0376 ([Mj3 calculated for [C66H,4,N4j3: 330.0380). ?H spectmm of compound T-18,18,18 can be found in Figure 55.

Reference£º
Patent; TEMPLE UNIVERSITY-OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; VILLANOVA UNIVERSITY; WUEST, William, M.; MINBIOLE, Kevin, P.C.; BARBAY, Deanna, L.; (227 pag.)WO2016/172436; (2016); A1;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Introduction of a new synthetic route about 110-70-3

110-70-3, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,110-70-3 ,N1,N2-Dimethylethane-1,2-diamine, other downstream synthetic routes, hurry up and to see

As a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, name is N1,N2-Dimethylethane-1,2-diamine, and cas is 110-70-3, its synthesis route is as follows.

N, N’-Dimethylethylenediamine (5.00g, 57mmol) was dissolved in CH2Cl2 (25mL) and cooled to 0C. Di-tert-butyl dicarbonate (5.00g, 22mmol) was dissolved in CH2Cl2 (25mL) and added dropwise to the reaction flask at 0C, and then warmed to room temperature and stirred overnight. The reaction solution was quenched with H2O (20mL), and extracted with CH2Cl2 (40mL x 2), and the combined organic layers dried with Na2SO4, filtered and concentrated. The residue was purified by column chromatography on silica gel using CH3OH/CH2Cl2 (1/20, V/V) as eluent to give 2 as colorless oil (4.37g, 81%), 1H NMR (400MHz, CDCl3) delta 3.39-3.36 (m, 2H, CH2), 2.95-2.90 (s, 3H, CH3), 2.76 (m, 2H, CH2), 2.48 (s, 3H, CH3), 1.48 (s, 9H, (CH3)3); HRMS (ESI) m/z [M+H]+ Calcd for C9H21N2O2+: 189.1603. Found: 189.1601.

Reference£º
Article; Yang, Hao; Ouyang, Yifan; Ma, Hao; Cong, Hui; Zhuang, Chunlin; Lok, Wun-Taai; Wang, Zhe; Zhu, Xuanli; Sun, Yutong; Hong, Wei; Wang, Hao; Bioorganic and Medicinal Chemistry Letters; vol. 27; 20; (2017); p. 4635 – 4642;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Extracurricular laboratory: Synthetic route of 119139-23-0

119139-23-0, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,119139-23-0 ,3,4-Di(1H-indol-3-yl)-1H-pyrrole-2,5-dione, other downstream synthetic routes, hurry up and to see

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. 3,4-Di(1H-indol-3-yl)-1H-pyrrole-2,5-dione, cas is 119139-23-0,the chiral-nitrogen-ligands compound. Here is a downstream synthesis route of the compound., 119139-23-0

Example 1 12,13-(2,3-dihydroxy-butan-1,4-yl)-6,7,12,13-tetrahydro-5-oxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole (Compound 14) Palladium dichloride (7.4 g, 41.6 mmoles) was added to a solution of acryrubin A Compound 1a (2.9 g, 8.86 mmol) (prepared as described in Faul M M, Winneroski L L and Krumrich C A, Journal of Organic Chemistry, 1998, 63, 6053-6058) in DMF (100 mL) at 90 C. The reaction temperature was kept at 90 C. for 1 hr. The mixture was cooled and conc. HCl (50 mL), then water (50 mL) was added. The mixture was poured over ice and the resulting precipitate was filtered off. The solids were washed with H2O and MeOH, then dissolved in THF (200 mL) and acetone (200 mL) and the remaining solids were filtered off. The solution was filtered through a plug of silica gel and the solvent was removed under vacuum. The resulting residue was diluted with MeOH, the solids were filtered and washed with MeOH then dried to provide acryflavin A Compound 1b (2 g, 70%) as a brown solid.

Reference£º
Patent; Wilson, Lawrence J.; Murray, William V.; Yang, Shyh-Ming; Yang, Cangming; Wang, Bingbing; US2007/249590; (2007); A1;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Extracurricular laboratory: Synthetic route of 110-70-3

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. N1,N2-Dimethylethane-1,2-diamine, cas is 110-70-3,the chiral-nitrogen-ligands compound. Here is a downstream synthesis route of the compound., 110-70-3

1,4-Dimethyl-3-(4-nitrophenyl)piperazin-2-one (3); A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer was purged with nitrogen, charged with N1,N2-dimethylethane-1,2-diamine (1.61 g, 18.2 mmol), ethanol (5 mL) and 2 (500 mg, 1.82 mmol), and the reaction was stirred at room temperature for 1 h. After this time, the reaction mixture was evaporated under reduced pressure, and the resulting residue was purified by flash column chromatography to afford an 89% yield (404 mg) of 3 as a yellow oil: 1H NMR (500 MHz, DMSO-d6) delta 8.18 (d, 2H, J=8.5 Hz), 7.60 (d, 2H, J=8.5 Hz), 3.87 (s, 1H), 3.61 (td, 1H, J=12.0, 4.0 Hz), 3.26 (ddd, 1H, J=12.0, 4.0, 2.5 Hz), 3.02 (ddd, 1H, J=12.0, 4.0, 2.5 Hz), 2.84 (s, 3H), 2.64 (td, 1H, J=12.0, 4.0 Hz), 2.06 (s, 3H).

Reference£º
Patent; Zhao, Zhongdong; Zhichkin, Pavel E.; Stafford, Douglas G.; Kropf, Jeffrey E.; BLOMGREN, Peter A.; Currie, Kevin S.; Lee, Seung H.; Mitchell, Scott A.; Xu, Jianjun; Schmitt, Aaron C.; US2009/82330; (2009); A1;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Sources of common compounds: 31886-58-5

31886-58-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,31886-58-5 ,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, other downstream synthetic routes, hurry up and to see

As a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, name is (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, and cas is 31886-58-5, its synthesis route is as follows.

(S)-Ugi-amine 1 (5.14g, 20mmol) was dissolved in 50mL of diethyl ether. Under nitrogen and ice salt bath cooling, n-butyl lithium (16mL, 2.5mol / L) was added dropwise to the reaction system, After the completion, the temperature was slowly raised to room temperature, and the reaction was stirred for 3 hours. Chlorodiphenylphosphine (8.82 g, 40 mmol) was added dropwise under ice-cooling, and the mixture was slowly warmed to room temperature and stirred for 12 hours. The reaction was quenched with saturated sodium bicarbonate solution. Extracted with dichloromethane, dried over anhydrous sodium sulfate, concentration, column chromatography to obtain compound 2 (5.38g, 61%).

Reference£º
Patent; Zhejiang University of Technology; Zhong Weihui; Ling Fei; Nian Sanfei; (14 pag.)CN108774271; (2018); A;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

A new synthetic route of N1,N2-Dimethylethane-1,2-diamine

110-70-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact.110-70-3, N1,N2-Dimethylethane-1,2-diamine it is a common compound, a new synthetic route is introduced below.

2, phosphorus trichloride (27.5g, 0.2mol) and triethylamine (40.5g, 0.4mol) was dissolved in 200mL n-hexane, the solution was placed in an ice water bath cooled to 0-5 C;N,N-dimethylethylenediamine (17.6 g, 0.2 mol) was slowly added dropwise to the solution under stirring.Hexane solution; after the addition is complete, the ice water bath is removed, and the temperature is naturally raised to room temperature, continue to react 4h; reaction is over, filter, collect the filtrate, after testing,Which contains the product of formula (III) wherein both R groups in formula (III) are methyl;

Reference£º
Patent; Wanhua Chemical Group Co., Ltd.; Lv Yingdong; Zhu Longlong; Liu Junxian; Song Mingyan; Xue Yongyong; Li Jinming; Zhang Tao; Li Yuan; (10 pag.)CN107915758; (2018); A;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Sources of common compounds: 33527-91-2

33527-91-2, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,33527-91-2 ,Tris[2-(dimethylamino)ethyl]amine, other downstream synthetic routes, hurry up and to see

33527-91-2, A common heterocyclic compound, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.”33527-91-2

Ni(CH3COO)2 (53 mg, 0,30 mmol) was dissolved in the smallest possible amount of methanol while an excess of Me6TREN was dissolved in acetone. After addition of the second solution to the first one, a change in colour from light blue to green was observed. An excess of KPF6, dissolved in acetone, was added to the previous solution in order to promote the anion metathesis reaction. The solvent was evaporated and the green solid obtained was dissolved in pure acetone. A white solid remained undissolved on the bottomof the flask (CH3COOK) and was filtered off. The solution was dried under vacuum and the solid dissolved in dichloromethane in order to eliminate the excess of KPF6. After filtration of the solid residue,the solution was reduced in volume and the pure product 2 was precipitated upon addition of n-pentane. Crystals suitable for XRD were grown at low temperature by slow diffusion of n-pentane into a dichloromethane solution of 2. Yield: 86%; Anal. Calc. for[Ni(L1)(CH3COO)](PF6)H2O: C, 32.90; H, 6.90; N, 10.96. Found: C,33.23; H, 6.97; N, 10.93%.

Reference£º
Article; Tordin, Elisa; List, Manuela; Monkowius, Uwe; Schindler, Siegfried; Knoer, Guenther; Inorganica Chimica Acta; vol. 402; (2013); p. 90 – 96;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Discovery of 33527-91-2

As a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, name is Tris[2-(dimethylamino)ethyl]amine, and cas is 33527-91-2, its synthesis route is as follows.

General procedure: The copper complex Cu5-1 was dissolved in water, and an excessive amount of an aqueous solution of saturated sodium tetrafluoroborate (manufactured by Wako Pure Chemical Industries, Ltd.) was added while stirring. A precipitated solid was collected by filtering and a copper complex Cu5-72 was obtained.

Reference£º
Patent; FUJIFILM Corporation; Sasaki, Kouitsu; Kawashima, Takashi; Hitomi, Seiichi; Shiraishi, Yasuharu; US10215898; (2019); B2;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Sources of common compounds: 110-70-3

As a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, name is N1,N2-Dimethylethane-1,2-diamine, and cas is 110-70-3, its synthesis route is as follows.

A mixture of 2-(3-bromo-phenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid (600 mg, 1.7 mmol), N,N’-dimethyl-ethane-1,2-diamine (0.37 mL, 3.4 mmol), copper(I) iodide (96 mg, 0.5 mmol), N,N-dimethylglycine hydrochloride (140 mg, 1.0 mmol) and potassium carbonate (923 mg, 6.7 mmol) in dimethyl sulfoxide (5 mL) was stirred at 120 C. for 16 h. Then the reaction mixture cooled to room temperature. The reaction mixture was extracted with ethyl acetate (2¡Á150 mL), washed with water (2¡Á50 mL) and saturated aqueous ammonium chloride solution (2¡Á50 mL), dried over anhydrous sodium sulfate and then concentrated in vacuo. Purification by Waters automated flash system (column: Xterra 30 mm¡Á100 mm, sample manager 2767, pump 2525, detector: ZQ mass and UV 2487, solvent system: acetonitrile and 0.1% ammonium hydroxide in water) afforded 3,3-dimethyl-2-{3-[methyl-(2-methylamino-ethyl)-amino]-phenyl}-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid (500 mg, 80%) as a white solid: LC/MS m/e calcd for C22H29N3O2 (M+H)+: 368.50, observed: 368.1.

Reference£º
Patent; Chen, Li; Feng, Lichun; Huang, Mengwei; Liu, Yongfu; Wu, Guolong; Wu, Jim Zhen; Zhou, Mingwei; US2011/257151; (2011); A1;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

A new synthetic route of (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine

The chemical industry reduces the impact on the environment during synthesis,31886-58-5,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,I believe this compound will play a more active role in future production and life.

31886-58-5, A common heterocyclic compound, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.”31886-58-5

b) Preparation of L (mixture of diastereomers); To a solution of 5.98 g (23.2 mmol) of (R)-1-dimethylamino-1 -ferrocenylethane in 40 ml of diethyl ether (DE) are added dropwise, at <-10C, 15.5 ml (23.2 mmol) of t-butyllithium (t-BuLi) (1.5 M in pentane). After stirring at the same temperature for 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another 1.5 hours. This affords a solution of compound X2 which is added via a cannula to the cooled suspension of the monochlorophosphine X1 at a sufficiently slow rate that the temperature does not rise above -300C. After stirring at -300C for a further 10 minutes, the temperature is allowed to rise to 0C and the mixture is stirred at this temperature for another 2 hours. The reaction mixture is admixed with 20 ml of water. The organic phase is removed and dried over sodium sulphate, and the solvent is distilled off under reduced pressure on a rotary evaporator. After chromatographic purification (silica gel 60; eluent = 85:10:5 heptane/ethyl acetate/thethylamine), 11.39 g of the desired product are obtained as a mixture of 2 diastereomers. The chemical industry reduces the impact on the environment during synthesis,31886-58-5,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,I believe this compound will play a more active role in future production and life. Reference£º
Patent; SPEEDEL EXPERIMENTA AG; WO2008/77917; (2008); A1;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis