Day: October 19, 2020

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.

The ligand BPMEN was synthesized via a previouslyreported procedure (Singh et al. 2017). A solution of potassiumcarbonate (5.1 g, 37 mmol) in 15 mL water was dropwiseadded to the aqueous solution of 2-(chloromethyl)-pyridine hydrochloride (3 g, 18.3 mmol in 10 mL). Afterabout 30 min of stirring at room temperature, the reactionmixture was extracted with dichloromethane (3 ¡Á 20 mL).The combined organic extracts were dried over anhydroussodium sulfate. The solution was filtered, and the solventwas removed under vacuum. The resulted residue was thendissolved in dichloromethane (10 mL). The above solutionwas added dropwise to a solution of N,N?-dimethylethylenediamine(0.942 mL, 8.75 mmol) in dichloromethane(25 mL). After this addition, 20 mL of aqueous sodiumhydroxide (1 M) was added slowly and the reaction mixturewas stirred for next 60 h at room temperature. After stirringwas finished, another fraction of sodium hydroxide (20 mL,1 M) was added rapidly. The reaction mixture was extractedwith dichloromethane (3 ¡Á 50 mL) and the combined organicportion was dried over anhydrous sodium sulfate. Evaporationof solvent led to isolation of the ligand BPMEN as adark orange oil. (2.1 g, Yield – 89%) 1H NMR (500 MHz,Methanol-d4) delta 8.45 (d, 2H, pyridine ring), 7.76 (m, 2H, pyridinering), 7.52 (d, 2H, pyridine ring), 7.30 (m, 2H, pyridinering), 3.67 (s, 4H, -N-CH2-Py), 2.63 (s, 4H, -CH2-CH2-),2.26 (s, 6H, N-CH3). ESI-MS+: [BPMEN + H]+ = 271.15 m/z+ (experimental) 271.19 m/z+ (theoretical).

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 N1,N2-Dimethylethane-1,2-diamine reaction routes.

Reference£º
Article; Botcha, Niharika Krishna; Gutha, Rithvik R.; Sadeghi, Seyed M.; Mukherjee, Anusree; Photosynthesis Research; vol. 143; 2; (2020); p. 143 – 153;,
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

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

Weigh I (5.0g, 19.4mmol) in 100mL reaction flask, dissolved with 50.0mL of ether, Sec-butyllithium (44.9 mL, 58.3 mmol, 1.3 M) was added dropwise to the reaction flask under nitrogen atmosphere, Stirred at room temperature for 2h, Weigh diphenylphosphine chloride (4.2mL, 23.3mmol) was added dropwise to the reaction flask, Warmed to reflux, 4h after the reaction is completed, The reaction solution was poured into water to quench, Extraction with ethyl acetate, drying, Ethyl acetate was removed by rotary evaporation, Purification by column chromatography on residue gave 7.5 g of the target compound VIII, Yield: 87.4%, yellow solid. Mass spectral analysis MALDI-TOF-MS m / z: 441 (M +).

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; Shanghai Maosheng Kanghui Technology Co., Ltd.; Jiang Xuefeng; Ying Yongcheng; Teng Haige; Chen Pei; (20 pag.)CN107286202; (2017); 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

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.

The ligand 345BPMEN was synthesized by modifying thepreviously reported procedure (Singh et al. 2017). To a solutionof 2-chloromethyl-4-methoxy-3,5-dimethylpyridinehydrochloride 2.032 g (9.15 mmol) in 10 mL of water, asolution of potassium carbonate (2.55 g, (18.45 mmol) inwater (10 mL) was added dropwise. After potassium carbonateaddition, very thick white ppts were formed and solutionsolidified. Additional amount of water (50 mL) was addedinto the mixture. After water addition, the reaction mixturewas stirred at room temperature for next 30 min followed bysolvent extraction with dichloromethane (3 ¡Á 20 mL). Thecombined dichloromethane layer was treated with anhydroussodium sulfate. The solution was filtered, and the solventwas removed by rotatory evaporation. The collected light brown oil was dissolved in dichloromethane (10 mL).The above solution was added dropwise to a solution ofN,N?-dimethylethylenediamine 0.493 mL (4.58 mmol) indichloromethane (15 mL). Aqueous solution of 1 M sodiumhydroxide (10 mL) was slowly added and solution wasstirred for additional 60 h at room temperature. After 60 hof stirring was the rapid addition of a second fraction ofaqueous 1 M sodium hydroxide (10 mL, 10 mmol), the productwas extracted with dichloromethane (3 ¡Á 25 mL). Thecombined organic layers were dried over anhydrous sodiumsulfate and filtered. Subsequently, the excess solvent wasevaporated by vacuum to afford brown color viscous oil(1.71 g, Yield 97%). 1H NMR (500 MHz, Methanol-d4) delta8.08 (s, 2H, pyridine ring), 3.76 (s, 6H, -O-CH3-Py), 3.57(s, 4H, -CH2-CH2-Py), 2.56 (s, 4H, -CH2-CH2-), 2.28 (d,6H, CH3-Py), 2.24 (d, 6H, CH3-Py), 2.16 (s, 6H, -N-CH3).ESI-MS+: [345BPMEN + H]+ = 387.32 m/z+ (experimental)387.27 m/z+ (theoretical).

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 N1,N2-Dimethylethane-1,2-diamine reaction routes.

Reference£º
Article; Botcha, Niharika Krishna; Gutha, Rithvik R.; Sadeghi, Seyed M.; Mukherjee, Anusree; Photosynthesis Research; vol. 143; 2; (2020); p. 143 – 153;,
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.

EXAMPLE 12 N-Boc-N,N’-dimethylethylene diamine N,N’-dimethyl ethylenediamine (8.8 g) was dissolved in 200 ml tetrahydrofuran and to this was added over a 10 min period di-t-butyldicarbonate (4.36 g) in 30 mL tetrahydrofuran. 72 hours later, the solvent was evaporated and the residue partitioned between ether and KHCO3 and the organic layer was dried (MgSO4) and evaporated to give 11.6 g title compound (58% yield). 300 MHz 1 H NMR was consistent with proposed structure.

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; G. D. Searle & Co.; US4902706; (1990); 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.

To a solution of tris(2-dimethylaminoethyl)amine (0.404 g, 1.75 mmol) in acetonitrile (4 mL) was added 1-bromotetradecane (1.47 g, 5.32 mmol). Theresulting 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/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-14,14,14 (1.31 g, 70%) as a white powder; mp=229-258 C; ?H NMR(300 MI-Tz, CDC13) 34.10-4.02 (m, 6H), 3.63-3.54 (m, 6H), 3.39-3.22 (m, 24H), 1.73-1.61 (m, 6H), 1.36-1.06 (m, 66H), 0.84-0.77 (m, 9H); ?3C NMR (75 MHz, CD3OD) 365.3, 61.0, 50.1, 46.9, 31.7, 29.4, 29.4, 29.3, 29.3, 29.1, 29.0, 26.1, 22.5, 22.4, 13.1; high resolution mass spectrum (ESI) m/z 273.9766 ([Mj3 calculated for [C54H,,7N4j3t 273.9754). See also Yoshimura et al., 2012, Langmuir 28:9322-933 1.?H and ?3C NMR spectra of compound T-14,14,14 can be found in Figure 53.

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

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

General procedure: To a solution of (R)-Ugi?s amine 3 (2.57 g, 10 mmol) in TBME (20 mL) was added 1.6 M t-BuLi solution in n-hexane (6.8 mL, 10.88 mmol) at 0 C. After the addition was complete, the mixture was warmed to room temperature, and stirred for 1.5 h at room temperature. The mixture was then cooled to 0 C again, and Ar2PCl (11 mmol) was added in one portion. After stirring for 20 min at 0 C, the mixture was warmed to room temperature, and stirred for 1.5 h at room temperature. The mixture was then quenched by the addition of saturated NaHCO3 solution (20 mL). The organic layer was separated and dried over MgSO4, and the solvent was removed under reduced pressure, after which the filtrate was concentrated. The residue was purified by chromatography to afford 4a, 4e, and 4f.

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 (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, 31886-58-5

Reference£º
Article; Nie, Huifang; Zhou, Gang; Wang, Quanjun; Chen, Weiping; Zhang, Shengyong; Tetrahedron Asymmetry; vol. 24; 24; (2013); p. 1567 – 1571;,
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, (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, cas is 31886-58-5 its synthesis route is as follows.

b) Preparation of L (mixture of diastereomers).At <-100C, 15.5 ml (23.2 mmol) of t-butyllithium (t-Bu-Li) (1.5 M in pentane) are added dropwise to a solution of 5.98 g (23.2 mmol) of (R)-1 -dimethylamino-1 - ferrocenylethane in 40 ml of diethyl ether (DE). 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. A solution of the compound X2 is thus obtained, which is added via a cannula to the cooled suspension of the monochlorophosphine X1 at a sufficiently slow rate that the temperature does not exceed -300C. After stirring at -30C 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 on a rotary evaporator under reduced pressure. After chromatographic purification (silica gel 60; eluent = heptane/ethyl acetate(EA)/Nethyl3(Net3) 85:10:5), 11.39 g of the desired product are obtained as a mixture of 2 diastereomers. 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; SPEEDEL EXPERIMENTA AG; WO2008/113835; (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

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.

The chemical industry reduces the impact on the environment during synthesis,33527-91-2,Tris[2-(dimethylamino)ethyl]amine,I believe this compound will play a more active role in future production and life.

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

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

General procedure: 0C, N2,7 mL of tBuLi in n-hexane (1.6 mol/L, 11.2 mmol) was added dropwise with stirringCompound 1 (2.57 g, 10 mmol) in anhydrous ether (20 mL),After the addition, the mixture was naturally warmed to room temperature and stirred for 2 hours. Then cool down to -78C,The redistilled PCl3 (11.46 mmol, 1 mL) was slowly added dropwise, and the mixture was warmed to room temperature.The reaction was overnight. Then cool down to -78C again.A solution of R2MgBr (prepared from 30 mmol of R2Br and 0.8 g, 33.3 mmol of magnesium turnings in tetrahydrofuran) was slowly added dropwise using a constant pressure funnel. After the addition, slowly warm up the reaction overnight.Then 20 mL of saturated NH4Cl solution was added. The oil phase was extracted three times with 20 mL ether.After the oil phase was dried over anhydrous sodium sulfate, it was spin-dried, and the silica gel was subjected to a chromatography to obtain the target compound 2 .

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; Kaitelisi (Shenzhen) Technology Co., Ltd.; Zhang Xumu; Liang Zhiqin; (17 pag.)CN107722068; (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