chiral-nitrogen-ligands | Page 435 of 488

Some scientific research about 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

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.

To a degassed solution of (R)-1 (829 mg, 3.22 mmol) in THF (4.5 mL) at -78 C was added dropwise sec-BuLi (1.4 M in cyclohexane, 2.5 mL, 3.55 mmol). The resulting deep red solution was stirred for 1 h at -78 C and for 2 h at 0 C. A solution of ZnBr2 (1.3 M in THF, 3.2 mL, 4.19 mmol) was added and the reaction mixture was stirred for further 40 min at 0 C. A degassed solution of [Pd2(dba)3] (148 mg, 0.162 mmol) and tri-(2-furyl)phosphine (tfp) (299 mg, 1.29 mmol) in THF (6 mL) was prepared and stirred for 20 min at r.t. to give a dark green clear solution. To this catalyst solution were transferred a degassed solution of (R,SFc)-1-iodo-2-p-tolylsulfinylferrocene, (R,SFc)-2, (900 mg, 2.00 mmol) in THF (15 mL) and the freshly prepared ferrocenyl-zinc compound. The resulting red-brown solution was heated to reflux under argon at 75 C for 19 h. The reaction mixture was cooled to r.t., quenched with 5 M NaOH (6 mL), diluted with water and extracted with ethyl acetate (3 ¡Á 70 mL). The combined organic phases were washed with water (3 ¡Á 50 mL) and brine (2 ¡Á 50 mL) and dried over MgSO4. The mixture was filtered and the solvent was evaporated. The crude product was purified by column chromatography (silica, PE/EE/NEt3 = 10/10/1 ? 1/2/1). After a second chromatography (aluminium oxide, PE/EE/NEt3 = 1/1/1 ? 1/2/1) was the pure product obtained as an orange solid (yield: 55 mg, 5%). Single crystals suitable for X-ray structure determination were obtained from a solution of the product in EtOAc/PE by slow evaporation of the solvents. M.p.: 158-163 C. 1H NMR (600.1 MHz, CDCl3): delta 1.51 (d, J = 6.9 Hz, 3H, CH3CH), 1.72 (s, 6H, N(CH3)2), 2.42 (s, 3H, Ph-CH3), 3.59 (q, J = 6.9 Hz, 1H, CH3CH), 4.09 (m, 1H, H3?), 4.24 (s, 6H, Cp? + H3), 4.27 (s, 5H, Cp?), 4.39 (dd, J1 = J2 = 2.5 Hz, 1H, H4), 4.42 (dd, J1 = J2 = 2.5 Hz, 1H, H4?), 4.70 (m, 1H, H5?), 4.76 (m, 1H, H5), 7.31 (d, J = 8.0 Hz, 2H, Ph-meta), 7.67 (d, J = 8.0 Hz, 2H, Ph-ortho). 13C{1H} NMR (150.9 MHz, CDCl3): delta 18.9 (bs, CH3CH), 21.5 (Ph-CH3), 40.9 (2C, N(CH3)2), 55.5 (CH3CH), 66.9 (C4), 67.8 (2C, C3 + C3?), 68.8 (C4?), 69.8 (5C, Cp?), 70.7 (5C, Cp?), 71.8 (C5), 73.9 (C5?), 82.0 (C1), 88.6 (C1?/C2?), 89.5 (C2), 93.9 (C1?/C2?), 125.7 (2C, Ph-ortho), 129.4 (2C, Ph-meta), 141.0 (Ph-ipso), 141.4 (Ph para). HR-MS (ESI, MeOH/MeCN): m/z [M + H]+ calcd. 580.1060 for C31H34Fe2NOS; found: 580.1047. [alpha]lambda20 (nm): -739 (589), -843 (578), -1380 (546) (c 0.225, CHCl3).

Reference£º
Article; Gross, Manuela A.; Mereiter, Kurt; Wang, Yaping; Weissensteiner, Walter; Journal of Organometallic Chemistry; vol. 716; (2012); p. 32 – 38;,
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

Application of 3,4-Di(1H-indol-3-yl)-1H-pyrrole-2,5-dione

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,119139-23-0,3,4-Di(1H-indol-3-yl)-1H-pyrrole-2,5-dione,its application will become more common.

119139-23-0, 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.”119139-23-0

EXAMPLE 27 40 mg of a 60% suspension of sodium hydride in mineral oil was added to a solution of 327 mg of 3,4-bis-(3-indolyl)-1H-pyrrole-2,5-dione in 5 ml of DMF at 0 C. under nitrogen. After 0.5 hour the mixture was cooled to -20 C. and 108 mg of trimethylsilyl chloride were added. The mixture was allowed to warm to room temperature, then cooled to 0 C. and then a further 80 mg of sodium hydride were added thereto. After 0.5 hour at 0 C. 116 mg of propylene oxide were added and the mixture was stirred overnight. 5 ml of water were added and the mixture was extracted with dichloromethane. The organic phase was dried and evaporated. The residue was purified on silica gel with ethyl acetate/petroleum ether. Recrystallization from diethyl ether/petroleum ether gave 30 mg of 3,4-bis[1-(2-hydroxypropyl)-3-indolyl]-1H-pyrrole-2,5-dione, m.p. 133-135 C.

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

Extended knowledge of 33527-91-2

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, 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.33527-91-2, Tris[2-(dimethylamino)ethyl]amine it is a common compound, a new synthetic route is introduced below.

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

New downstream synthetic route of 110-70-3

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,110-70-3,N1,N2-Dimethylethane-1,2-diamine,its application will become more common.

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

General procedure: To a cooled to 0 C suspension consisting of N,N’-dimethyl-1,2-ethylenediamine (4.4 g, 0.05 mol), sodium bicarbonate (33.6 g, 0.40 mol), and CH2Cl2 (50 mL), a solution of 2-bromopropionyl chloride (1a) (25.7 g, 0.15 mol) in CH2Cl2 (40 mL) was added. The reaction temperature was maintained within 0-5 C and the addition time was 40 min. The mixture was stirred for 4 h at the same temperature. Water (130 mL) and CH2Cl2 (60 mL) were added and the organic layer was separated. The combined organic fractions were dried over sodium sulfate. The solvent was removed under reduced pressure. The residue was treated with hexane (30 mL) and a solid product was filtered off and recrystallized from diethyl ether to give pure compound 2a (13.25 g, 74%), m.p. 77.0-77.4 C (from diethyl ether).

Reference£º
Article; Goncharova; Yakushchenko; Raevskaya; Yakushchenko; Konovalova; Russian Chemical Bulletin; vol. 68; 1; (2019); p. 181 – 185; Izv. Akad. Nauk, Ser. Khim.; 1; (2019); p. 181 – 185,5;,
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

Extended knowledge of 31886-58-5

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.31886-58-5, (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine it is a common compound, a new synthetic route is introduced below.31886-58-5

Example B18: Reaction schemeX24 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.44 g (10 mmol) of 1 ,1 ‘-dibromoferrocene in 10 ml of tetrahydrofuran (THF) at a temperature of < -30C. The mixture is stirred at this temperature for a further 1.5 hours. 2.21 ml (10 mmol) of dicyclohexylphosphine chloride are then added dropwise at such a rate that the temperature does not exceed -20C. After stirring the mixture for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another one hour. It is cooled back down to 30C and 4.4 ml (11 mmol) of n-BuLi (2.5 M in hexane) are added dropwise. The mixture is subsequently stirred at -10C for 30 minutes. The reaction mixture is then cooled to -78C and 1.49 ml (11 mmol) of dichlorophenylphosphine are added. The mixture is stirred at -78C for 20 minutes and then at room temperature for a further one hour. This gives a reaction mixture comprising the monochlorodiphosphine X6. In a second vessel, 8.5 ml (11 mmol) of S-BuLi (1.3 M in cyclohexane) are added dropwise to a solution of 2.57 g (10 mmol) of (R)-1-dimethylamino-1-ferrocenylethane in 15 ml of diethyl ether at <-10C. After stirring the mixture at the same temperature for 10 minutes, the temperature is allowed to rise to 0C and the mixture is stirred for another 1.5 hours. This reaction solution is subsequently added by means of a cannula to the reaction mixture comprising the monochlorodiphosphine X6 which has been cooled to -10C. After the addition, the mixture is stirred at room temperature for another 2 hours. After addition of 10 ml of water, the reaction mixture is extracted, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure on a rotary evaporator. The residue is heated at 140C for one hour. Column chromatography (silica gel 60; eluent: hexane/ethyl acetate 4:1 ) gives the compound of the formula (B1 ) in a yield of 47%. 31P- and 1H-NMR of the product are identical with those of Example B1.; Example B19: Reaction schemeReaction mixture 1 : 4 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.44 g (10 mmol) of 1 ,1 '-dibromoferrocene in 10 ml of tetrahydrofuran (THF) at a temperature of < -30C. The mixture is stirred at this temperature for a further 30 minutes. It is then cooled to -78C and 1.36 ml (10 mmol) of phenyldichlorophosphine are added. After stirring the mixture for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another one hour.Reaction mixture 2: In a second vessel, 8.0 ml (10.4 mmol) of S-BuLi (1.3 M in cyclohexane) are added dropwise to a solution of 2.57 g (10 mmol) of (R)-1-dimethylamino-1-ferrocenyl- ethane in 15 ml of diethyl ether at <-10C. After stirring the mixture at the same temperature for 10 minutes, the temperature is allowed to rise to 0C and the mixture is stirred for another 1.5 hours.The reaction mixture 1 is slowly added to the reaction mixture 2 at a temperature below -10C. The mixture is subsequently stirred at room temperature for 1.5 hours. At a temperature in the range from -78C to -50C, 8 ml (10.4 mmol) of S-BuLi (1.3 M in cyclohexane) are then added dropwise. After stirring the mixture at -78C for 20 minutes, the temperature is allowed to rise to 0C and the mixture is stirred for a further 30 minutes before 2.21 ml (10 mmol) of chloro- dicyclohexylphosphine are added at -20C. The mixture is stirred at 20C for another 20 minutes and finally at room temperature for another 1.5 hours. The work-up and thermal epimerization are carried out in a manner analogous to that described in Example B18. The compound of the formula (B1 ) is obtained in a yield of 31 %. 31P- and 1H-NMR of the product are identical with those of Example B1.; Example B20:8.5 ml (11 mmol) of S-BuLi (1.3 M in cyclohexane) are added dropwise to a solution of 2.83 g (1 1 mmol) of (R)-1 -dimethylamino-1 -ferrocenylethane in 15 ml of diethyl ether at <-10C. The cooling is then removed and the mixture is stirred at room temperature for another 2 hours. After cooling to -10C, 2.92 g (10 mmol) of the compound A3 are added and the mixture is stirred at this temperature for a further 30 minutes. The temperature is allowed to rise to room temperature and the mixture is stirred for another one hour. After addition of 10 ml of 1 N NaOH, the reaction mixture is extracted, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure on a rotary evaporator. A 1H-NMR of the residue shows that the reaction is very stereoselective and gives virtually exclusively the desired diastereomer (RC,SFC, Sp)-I -[2-(1 -dimethylaminoethyl)ferrocen-1 -yl]phenylphosphino- 1 '-dicyclohexylphosphinoferrocene. After chromatography (silica gel 60; eluent = hexane/ethyl acetate 4:1 ), this product is obtained in a yield of 37%. 31P- and 1H-NMR of the produ…

Reference£º
Patent; SOLVIAS AG; WO2007/116081; (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

Discovery 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.

a 1,3-Dimethyl-2-(2-thienyl)-imidazolidine 23.5 g (267 mmol) of N,N’-dimethylethylenediamine were dissolved in 300 ml of toluene and treated with 29.8 g (266 mmol) of thiophene-2-carbaldehyde. The clear mixture was refluxed for 4 hours using a Dean-Stark trap. After that time 4.9 ml of water had separated in the trap. After cooling, the solution was filtered and evaporated. The oily residue was destined in vacuo. Yield: 45 g. Boiling point: 65 C. (0.1 mm Hg).

Reference£º
Patent; Aventis Pharma Deutschland GmbH; Genentech, Inc.; US6566366; (2003); B1;,
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

The origin of a common compound about 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., 33527-91-2

New downstream synthetic route of 31886-58-5

31886-58-5, 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. (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, cas is 31886-58-5,the chiral-nitrogen-ligands compound. Here is a downstream synthesis route of the compound.

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

The origin of a common compound about 110-70-3

The above mentioned protocol was adapted for preparation ofligand L2. In a solution of 2-(chloromethyl)-3,4-dimethoxypyridinehydrochloride (2.09 g, 9.34 mmol) in 10 mL of water, a solution ofpotassium bicarbonate(2.73 g, 19.74 mmol) in water (10 mL) wasadded dropwise. The reaction mixture was stirred at room temperaturefor next 30 min. After stirring is done, solution was extractedwith dichloromethane (3 20 mL). The combined dichloromethanelayer was treated with anhydrous sodium sulfate. Thesolution was filtered and solvent was removed by rotatory evaporation.The collected light yellow oil was dissolved in dichloromethane(10 mL). The 2-(chloromethyl)-3,4-dimethoxypyridinesolution in dichloromethane was added dropwise to a solution of N,N0-dimethylethylenediamine (0.503 mL, 4.67 mmol) in dichloromethane(15 mL). In the next step aqueous 1 M sodium hydroxide(10 mL) was slowly added and solution was stirred for additional60 h at room temperature. After 60 h of stirring followed by therapid addition of a second fraction of aqueous 1 M sodium hydroxide(10 mL, 10 mmol), the product was extracted with dichloromethane(3 25 mL). The combined organic layers were driedover anhydrous sodium sulfate and filtered. Subsequently, theexcess solvent was evaporated by vacuum to afford yellow colorviscous oil (1.86 g, Yield 89%). 1H NMR (500 MHz, Methanol-d4) d8.14 (d, 2H, pyridine ring), 7.05 (d, 2H, pyridine ring), 3.95 (s,6H,-O-CH3-Py), 3.85 (s, 6H,-O-CH3-Py), 3.66 (s, 4H,-N-CH2-Py),2.67 (s, 4H, -CH2-CH2-), 2.26 (s, 6H, -N-CH3). 13C NMR (126 MHz,Methanol-d4) d 160.77, 152.19, 147.28, 146.07 (d, J = 10.3 Hz),108.87, 61.40, 58.17, 56.43, 56.07, 43.10. ESI-MS (in CH3OH).observed m/z 391.3 [(L2 + H)+] (z = 1); theoretical-391.23[(L2 + H)+] (z = 1). IR (cm1): 3375, 2945, 1626, 1584, 1447, 1425,1261, 1228, 1173, 1073, 994, 828, 651, 603.

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

Application of 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

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.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.