Chiral nitrogen ligands

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. N1,N2-Dimethylethane-1,2-diamine, cas is 110-70-3,the chiral-nitrogen-ligands compound, it is a common compound, a new synthetic route is introduced below.

A solution of N,N?-dimethylethylenediamine (1.72g, 20mmol) in dry tetrahydrofuran (60mL) was treated with 2-chloromethylpyridine hydrochloride (6.604g, 40mmol) and triethylamine (8.093g, 80mmol) and the mixture was stirred under reflux for 18h. The resulting mixture was cooled to in ice and the triethylamine hydrobromide was removed by filtration. The filtrate was then treated with 10mL 15% NaOH solution and extracted with CH2Cl2 (3¡Á40mL). The combined extracts were dried over anhydrous MgSO4. Removal of the solvent with rotary evaporator yielded dark brown oil which was chromatographed on alumina and eluted with 95/5 (v/v) mixture of ethyl acetate/MeOH (Rf=0.81). The purified ligand was obtained as yellow viscous oil (yield: 4.2g, 79%). Selected IR bands (cm-1): nu(C-H) 3064 (w), 2949 (m), 2802 (m); pyridyl groups: 1592 (s), 1577 (m), 1474 (m), 1435 (s). 1H NMR: 8.43 (m, 2H), 7.70 (m, 2H), 7.37 (m, 2H), 7.72 (m, 2H), 3.58 (s, 4H), 2.51 (s, 4H), 2.14 (s, 6H); 13C NMR: 159.74 (2-py), 149.06 (6-py), 136.78 (4-py), 123.01 (3-py), 122.42 (5-py), 63.95 (N-CH2-py), 35.40 (-CH2-CH2-N), 42.94 (CH3-N), 40.60 (CH3-N).

The chemical industry reduces the impact on the environment during synthesis,110-70-3,N1,N2-Dimethylethane-1,2-diamine,I believe this compound will play a more active role in future production and life.

Reference£º
Article; Mautner, Franz A.; Koikawa, Masayuki; Mikuriya, Masahiro; Harrelson, Emily V.; Massoud, Salah S.; Polyhedron; vol. 59; (2013); p. 17 – 22;,
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

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. N1,N2-Dimethylethane-1,2-diamine, cas is 110-70-3,the chiral-nitrogen-ligands compound, it is a common compound, a new synthetic route is introduced below.

To an ice-cooled solution of N,N’-dimethyethylenediamine (10 mL, 91.0 mmol) in dry THF (150 mL) was added a solution of Boc2O (4.97 g, 22.8 mmol) in dry THF (50 mL) over 30 minutes. The reaction mixture was stirred for 1 h at 0 C. then at rt overnight, and concentrated in vacuo. The resulting residue was taken up in a mixture of EA and a sat. NH4Cl solution. The organic layer was separated, washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure. FC (10% MeOH in DCM) afforded the title compound as a yellow oil (2.90 g, 17%).LC-MS (analytic A, Zorbax SB-AQ column, acidic conditions): tR=0.50 min; [M+H]+=189.40.

The chemical industry reduces the impact on the environment during synthesis,110-70-3,N1,N2-Dimethylethane-1,2-diamine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Aissaoui, Hamed; Boss, Christoph; Corminboeuf, Olivier; Frantz, Marie-Celine; Grisostomi, Corinna; US2011/224210; (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

Name is 3,4-Di(1H-indol-3-yl)-1H-pyrrole-2,5-dione, as a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, and cas is 119139-23-0, its synthesis route is as follows.

General procedure: A reaction flask equipped with a magnetic stirrer was charged with a solution of 3, 4-bisindolylmaleimide (2.1 g, 6.4 mmol) in 100 mL of acetone. Potassium hydroxide (0.40 g, 7.1 mmol) was added to the solution at 0 C and stirred for 0.5 h. Iodomethane (1.6 g, 0.011 mol) or 1-bromooctane (2.4 g, 0.012 mol) was added to the reaction mixture for 3, 4-bisindolyl-1-N-methylmaleimide or 3, 4-bisindolyl-1-N-(n-octyl)maleimide, respectively. The reaction mixture was warmed to room temperature and stirred for 1 h (iodomethane) or 24 h (1-bromooctane). The reaction mixture was concentrated and then dissolved in a mixture of ethyl acetate and water. The organic phase was separated, washed with water once and brine once, dried over anhydrous sodium sulfate. The product was purified by flash chromatography with petroleum ether, ethyl acetate and dichloromethane (V/V = 3:1:2) as eluent.

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

Reference£º
Article; Zhang, Qianfeng; Chang, Guanjun; Zhang, Lin; Chinese Chemical Letters; vol. 29; 3; (2018); p. 513 – 516;,
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

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.

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

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

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.

Preparation of Methyl-(2-methylamino-ethyl)-carbamic acid tert-butyl esterTo an ice-cooled solution of N,N’-dimethyethylenediamine (10 ml_, 91.0 mmol) in dry THF (150 ml.) was added a solution of BoC2O (4.97 g, 22.8 mmol) in dry THF (50 ml.) over 30 minutes. The reaction mixture was stirred for 1 h at 00C then at rt overnight, and concentrated in vacuo. The resulting residue was taken up in a mixture of EA and a sat.NH4CI solution. The organic layer was separated, washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure. FC (10 % MeOH in DCM) afforded the title compound as a yellow oil (2.90 g, 17%). LC-MS (analytic A, Zorbax SB-AQ column, acidic conditions): tR = 0.50 min; [M+H]+ 189.40.

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

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; AISSAOUI, Hamed; BOSS, Christoph; CORMINBOEUF, Olivier; FRANTZ, Marie-Celine; GRISOSTOMI, Corinna; WO2010/58353; (2010); 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

It is a common heterocyclic compound, the chiral-nitrogen-ligands compound, 3,4-Di(1H-indol-3-yl)-1H-pyrrole-2,5-dione, cas is 119139-23-0 its synthesis route is as follows.

EXAMPLE 14 820 mg of Lawesson’s reagent was added to a solution of 330 mg of 3,4-bis(3-indolyl)-1H-pyrrole-2,5-dione in 50 ml of dimethoxyethane and the mixture was heated to reflux for 1 hour. 410 mg of Lawesson’s reagent were then added and the mixture was heated to reflux for a further 1 hour. The solvent was evaporated and the residue was purified on silica gel with ethyl acetate/hexane (1:4). Recrystallization from diethyl ether/hexane gave 30 mg of 5-thioxo-3,4-bis(3-indolyl)-3-pyrrolin-2-one, m.p. 254-257 C.

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

Reference£º
Patent; Hoffmann-La Roche Inc.; US5057614; (1991); 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

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%).

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

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

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.

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

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

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. N1,N2-Dimethylethane-1,2-diamine, cas is 110-70-3,the chiral-nitrogen-ligands compound, it is a common compound, a new synthetic route is introduced below.

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).

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 N1,N2-Dimethylethane-1,2-diamine, 110-70-3

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

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.

To a solution of tris(2-dimethylaminoethyl)amine (0.401 g, 1.74 mmol) in acetonitrile (4 mL) was added 1-bromododecane (1.34 g, 5.38 mmol). The resulting mixture was heated at reflux with stirring for 22 hours, during which time awhite solid was observed. After cooling, and the addition of a cold hexanes/acetone mixture (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-12,12,12 (1.39 g, 82%) as a white powder; mp=225-254 C; ?H NMR (300 JVII-Tz, CDC13) oe 4.11-4.03 (m, 6H), 3.63-3.55 (m, 6H), 3.39-3.32 (m, 6H), 3.30(s, 18H), 1.72-1.62 (m, 6H), 1.37-1.14 (m, 54H), 0.84-0.78 (m, 9H); ?3C NMR (75 MHz, CD3OD) 3 65.3, 61.0, 50.1, 46.8, 31.7, 29.4, 29.3, 29.3, 29.1, 29.0, 26.1, 22.4, 22.4, 13.1; high resolution mass spectrum (ESI) m/z 245.9435 ([Mj3 calculated for [C48H,o5N4j3: 245.9441). See also Yoshimura et al., 2012, Langmuir 28:9322-933 1. ?H and ?3C NMR spectra of compound T-12,12,12 can be found in Figure 52.

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

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