Tag: 110-70-3

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

Example 1203 ,3 -Dimethyl-2-{3 – [methyl- (2-methylamino-ethyl) -amino] -phenyl}- 1 ,2,3 ,4- tetrahydro-quinoline-6-carboxylic acidA mixture of 2-(3-bromo-phenyl)-3,3-dimethyl-l,2,3,4-tetrahydro-quinoline-6-carboxylic acid (600 mg, 1.7 mmol), N,N’-dimethyl-ethane-l,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 120C for 16 h. Then the reaction mixture cooled to room temperature. The reaction mixture was extracted with ethyl acetate (2 x 150 mL), washed with water (2 x 50 mL) and saturated aqueous ammonium chloride solution (2 x 50 mL), dried over anhydrous sodium sulfate and then concentrated in vacuo. Purification by Waters automated flash system (column: Xterra 30 mm x 100 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} -l,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.

With the rapid development of chemical substances, we look forward to future research findings about N1,N2-Dimethylethane-1,2-diamine

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; FENG, Lichun; HUANG, Mengwei; LIU, Yongfu; WU, Guolong; WU, Jim, Zhen; ZHOU, Mingwei; WO2011/128251; (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

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

Example 20Preparation of (E)-methyl 4-(methyl(2-((4Z,7Z,10Z,13Z,16Z,19Z)-N-methyldocosa-4,7,10,13,16,19-hexaenamido)ethyl)amino)-4-oxobut-2-enoate (Compound I-104) tert-Butyl methyl(2-(methylamino)ethyl)carbamate was prepared as follows: N1,N2-dimethylethane-1,2-diamine (40 mmol) was dissolved in 100 mL of CH2Cl2 and cooled to 0 C. A solution of di-tert-butylcarbonate (4.0 mmol) in CH2Cl2 (10 mL) was then added dropwise at 0 C. over a period of 15 min. The resulting reaction mixture was stirred at 0 C. for 30 min and then warmed to room temperature. After stirring at room temperature for 2 h, the reaction mixture was diluted with CH2Cl2 (100 mL). The organic layer was washed with brine (3¡Á25 mL), dried (Na2SO4) and concentrated under reduced pressure to afford tert-butyl methyl(2-(methylamino)ethyl)carbamate. This amine was subjected to the same reaction conditions outlined earlier in the preparation of (E)-methyl 4-(2-(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenamidoethylamino)-4-oxobut-2-enoate. The desired product, namely (E)-methyl 4-(methyl(2-((4Z,7Z,10Z,13Z,16Z,19Z)-N-methyldocosa-4,7,10,13,16,19-hexaenamido)ethyl)amino)-4-oxobut-2-enoate, was obtained after purification by silica gel chromatography. MS (EI) calcd for C31H46N2O4: 510.35. found 511 (M+1).

With the rapid development of chemical substances, we look forward to future research findings about N1,N2-Dimethylethane-1,2-diamine

Reference£º
Patent; Milne, Jill C.; Jirousek, Michael R.; Bemis, Jean E.; Vu, Chi B.; US2011/172240; (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

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

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).

With the rapid development of chemical substances, we look forward to future research findings about N1,N2-Dimethylethane-1,2-diamine

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

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

Synthesis of [N,N?-Dimethyl-N,N?-bis-(pyridine-2-ylmethyl)-1,2-diaminoethane] was taken from a previously reported procedure [16]. 2-(chloromethyl)pyridine hydrochloride (1.501 g, 9.15 mmol) dissolved in 5 mL deionized (DI) water was added dropwise to an aqueous solution containing K2CO3 (2.556 g, 18.49 mmol) dissolved in 7.5 mL DI water. The resulting mixture was stirred for 30 min. The mixture was extracted with CH2Cl2 (3¡Á10 mL). The organic phase was collected and dried with anhydrous Na2SO4. The dried solution was concentrated in vacuo to afford orange oil. A solution containing N,N?-dimethylethylenediamine (0.471 mL, 4.38 mmol) in 15 mL CH2Cl2 was added dropwise to the aforementioned orange oil dissolved in 5 mL CH2Cl2. An aqueous solution containing NaOH (0.311 g, 7.78 mmol) dissolved in 7.6 mL DI water was slowly added to organic mixture and stirred at room temperature. After 60 h, a second portion of NaOH solution(0.318 g, 7.95 mmol) was quickly added to the mixture. The combined mixture was extracted with CH2Cl2 (3¡Á20 mL) and dried with anhydrous Na2SO4. The organic solution was concentrated in vacuo to afford a brown oil, BPMEN (Yield: 0.631 g, 2.33 mmol, 70%) 1H NMR(500 MHz, CD2Cl2) delta 8.46 (dt, 2H, pyridine ring), 7.80 (m, 2H, pyridinering), 7.51 (m, 2H, pyridine ring), 7.30 (m, 2H, pyridine ring), 3.70 (m,4H, -CH2), 2.66 (m, 4H, -CH2), 2.27 (s, 6H, -CH3). ESI-MS (MeOH).Observed m/z 271.25 [BPMEN+H+] (z=1); simulated m/z 271.19.

With the rapid development of chemical substances, we look forward to future research findings about N1,N2-Dimethylethane-1,2-diamine

Reference£º
Article; Pella, Bruce J.; Niklas, Jens; Poluektov, Oleg G.; Mukherjee, Anusree; Inorganica Chimica Acta; vol. 483; (2018); p. 71 – 78;,
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

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

The compound N,N’-dimethylethylenediamine (20 g, 0.226 mol)Soluble in 100mL of dichloromethane,50 mL of Boc anhydride (14.8 g, 0.068 mol) was added dropwise in an ice water bath.Dichloromethane mixture,Drop the room temperature reaction,The progress of the reaction was monitored by TLC (DCM: MeOH = 10:1). filter,The dry filtrate was concentrated under reduced pressure at 40 C.After the column, the product was 9g.

As the rapid development of chemical substances, we look forward to future research findings about 110-70-3

Reference£º
Patent; Sichuan Bai Li Pharmaceutical Co., Ltd.; Zhu Yi; Li Jie; Wan Weili; Zhuo Shi; Li Gangrui; (28 pag.)CN109106951; (2019); 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

110-70-3, N1,N2-Dimethylethane-1,2-diamine is a chiral-nitrogen-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,110-70-3

In a 1000 ml three-necked flask equipped with a dropping funnel and a magnetic stirrer, 31.9 g (0.233 mol) of phosphorus trichloride and 500 ml of anhydrous diethyl ether were charged at room temperature in a nitrogen gas atmosphere, and the mixture was cooled to 5C or less in an ice bath. While the resulting reaction mixture was stirred, 25.0 ml (0.233 mol) of N,N’-dimethylethylenediamine were slowly added dropwise to the reaction mixture. Furthermore, 65.0 ml (0.465 mol) of triethylamine were slowly added dropwise. After the reaction mixture was further stirred for 1.5 hours, it was filtered under pressure in a nitrogen gas atmosphere. After the resulting crystals were washed with anhydrous diethyl ether three times, they were purified by vacuum-distillation (0.4 kPa, 44-52C), and 16.28 g of chloro(N,N’-dimethylethylenediamino)phosphine were obtained in the form of a transparent liquid; the yield was 46%. The resulting compound was identified with a nuclear magnetic resonance analyzer (BRUKER Ultra Shield 300 NMR Spectrometer, manufactured by BRUKER Limited.). The resulting spectral data are shown below. 1H-NMR (300 MHz, solvent: CDCl3, standard substance: tetramethylsilane) delta 3.32 (d, 4H) 2.78 (d, 6H) 31P-NMR (121 MHz, solvent: CDCl3, standard substance: triphenylphosphine) delta 171.30 (s, 1P) The structural formula is shown below.

110-70-3 N1,N2-Dimethylethane-1,2-diamine 8070, achiral-nitrogen-ligands compound, is more and more widely used in various.

Reference£º
Patent; Kanto Denka Kogyo CO., LTD.; EP1956026; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.110-70-3,N1,N2-Dimethylethane-1,2-diamine,as a common compound, the synthetic route is as follows.,110-70-3

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.

The synthetic route of 110-70-3 has been constantly updated, and we look forward to future research findings.

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

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

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.

As the rapid development of chemical substances, we look forward to future research findings about 110-70-3

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.110-70-3,N1,N2-Dimethylethane-1,2-diamine,as a common compound, the synthetic route is as follows.,110-70-3

The ligand L1Q was synthesized via similar procedure mentionedabove [23]. To an aqueous solution of 2-(chloromethyl)-quinoline hydrochloride (2 g, 9.34 mmol), a solution of potassiumcarbonate (2.73 g, 18.66 mmol) in 10 mL water was added in dropwisemanner. The reaction mixture was stirred for 30 min at ambienttemperature. After stirring, the resulting solution wasextracted with dichloromethane (3 20 mL). The combinedorganic extracts were dried over anhydrous sodium sulfate andsolvent was evaporates under vacuum. The product 2-(chloromethyl)-quinoline was then dissolved in dichloromethane(10 mL) and was added dropwise to a solution of N,N0-dimethylethylenediamine (0.503 mL, 5.34 mmol) in 15 mL dichloromethane.After this addition, aqueous sodium hydroxide (10 mL,1 M) was added slowly. The reaction mixture was stirred for next60 h at room temperature, followed by rapid addition of anotherfraction of sodium hydroxide (10 mL, 10 mmol). The reaction mixturewas then extracted with dichloromethane (3 25 mL) andorganic portions were combined and dried over anhydrous sodiumsulfate. Volatile solvents were removed under vacuum to obtaincrude ligand L1Q as dark brown oil (1.68 g, Yield 85%). 1H NMR(500 MHz, Methanol-d4) d 7.57 (m, 2H, quinoline ring),7.63 (d,2H, quinoline ring), 7.73 (m, 2H, quinoline ring), 7.88 (d, 2H, quinolinering),7.98 (d, 2H, quinoline ring), 8.21 (d, 2H, quinoline ring),3.84 (s, 4H, -N-CH2-Quinoline), 2.71 (s, 4H, -CH2-CH2-), 2.32 (s,6H, -N-CH3). IR (cm1): 3384, 3056, 2946, 2800, 1617, 1598,1564, 1504, 1456, 1426, 1361, 1309, 1223, 1141, 1119, 1032,985, 951, 828, 784, 756, 619.

The synthetic route of 110-70-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Singh, Nirupama; Niklas, Jens; Poluektov, Oleg; Van Heuvelen, Katherine M.; Mukherjee, Anusree; Inorganica Chimica Acta; vol. 455; (2017); p. 221 – 230;,
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, N1,N2-Dimethylethane-1,2-diamine is a chiral-nitrogen-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,110-70-3

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.

The synthetic route of 110-70-3 has been constantly updated, and we look forward to future research findings.

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