Category: 1121-22-8

1121-22-8, trans-Cyclohexane-1,2-diamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Aldehyde (2.2 mmol, salicylaldehyde or 4-methoxysalicylaldehyde, 4-diethylamino-2-hydroxy benzaldehyde or 2,4-dihydroxybenzaldehyde) was dissolved in ethanol (30 ml) and stirred at room temperature. To this solution, either ethylene diamine (1 mmol) or trans-1,2-diaminocyclohexane (1 mmol) was added drop-wise under stirring. The immediate appearance of yellow colour indicates the formation of Schiff bases. The solution was allowed to stir for another 6 h at room temperature that produced yellow to light yellow coloured precipitates. The formed precipitate was filtered off, washed with ethanol and dried under vacuum.

1121-22-8, 1121-22-8 trans-Cyclohexane-1,2-diamine 43806, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Hariharan; Anthony, Savarimuthu Philip; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 136; PC; (2015); p. 1658 – 1665;,
Chiral Catalysts
Chiral catalysts – SlideShare

A common heterocyclic compound, the chiral-catalyst compound, name is trans-Cyclohexane-1,2-diamine,cas is 1121-22-8, mainly used in chemical industry, its synthesis route is as follows.,1121-22-8

General procedure: Salen ligands were obtained in the stoichiometric reaction of salicylic aldehyde and trans-1,2-diaminocyclohexane in 96% ethanol solution according to [13c]. Reactions were carried out in 50 ml three-neck round-bottomed flask, equipped with reflux condenser, dropping funnel, magnetic stirrer and heating mantle. The solution of trans-1,2-diaminocyclohexane (0,57 ml, 5 mmol) in EtOH (10 ml) was slowly added to a hot solution of appropriate aldehyde (10 mmol) in EtOH (20 ml). The reaction mixture was heated at reflux for 1.5 h. After cooling to room temperature, the yellow precipitate that formed was filtered off and washed with cold EtOH (5 ml). The ligands were used without further purification. (¡À)-trans-N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclo-hexanediamine (H2salcn(2Bu)) (H2salcn(BuOMe)) Anal. Calc. for C36H54N2O2: C, 79.07%; H, 9.95%; N, 5.12%; C/N = 15.44. Found: C, 78.98%; H, 10.25%; N, 5.17%; C/N = 15.27. 1H-NMR (CDCl3): delta = 13.70 (bs, 2H), 8.29 (s, 2H), 7.29 (d, J = 2.40 Hz, 2H), 6.97 (d, J = 2.30 Hz, 2H), 3.31 (m, 2H), 1.94 (m, 2H), 1.87 (m, 2H), 1.73 (m, 2H), 1.47 (m, 2H), 1.40 (s, 18H), 1.23 (s, 18H). Yield: 2.19 g, 80%, mp = 178-181 C.

As the rapid development of chemical substances, we look forward to future research findings about 1121-22-8

Reference£º
Article; Tomczyk; Nowak; Bukowski; Bester; Urbaniak; Andrijewski; Olejniczak; Electrochimica Acta; vol. 121; (2014); p. 64 – 77;,
Chiral Catalysts
Chiral catalysts – SlideShare

A common heterocyclic compound, the chiral-catalyst compound, name is trans-Cyclohexane-1,2-diamine,cas is 1121-22-8, mainly used in chemical industry, its synthesis route is as follows.,1121-22-8

General procedure: Salen ligands were obtained in the stoichiometric reaction of salicylic aldehyde and trans-1,2-diaminocyclohexane in 96% ethanol solution according to [13c]. Reactions were carried out in 50 ml three-neck round-bottomed flask, equipped with reflux condenser, dropping funnel, magnetic stirrer and heating mantle. The solution of trans-1,2-diaminocyclohexane (0,57 ml, 5 mmol) in EtOH (10 ml) was slowly added to a hot solution of appropriate aldehyde (10 mmol) in EtOH (20 ml). The reaction mixture was heated at reflux for 1.5 h. After cooling to room temperature, the yellow precipitate that formed was filtered off and washed with cold EtOH (5 ml). The ligands were used without further purification. (¡À)-trans-N,N-bis(5-methoxy-3-tert-butylsalicylidene)-1,2-cyclohexanediamine (H2salcn(BuOMe)) Anal. Calc. for C30H42N2O2: C, 72.84%; H, 8.56%; N, 5.66%; C/N = 12.87. Found: C, 72.63%; H, 8.45%; N, 5.68%; C/N = 12.78. 1H-NMR (CDCl3): delta = 13.40 (bs, 2H), 8.24 (s, 2H), 6.90 (m, 2H), 6.48 (m,2H), 3.69 (s, 6H), 3.32 (m, 2H), 1.99 (m, 2H), 1.89 (m, 2H), 1.77 (m, 2H), 1.47 (m, 2H), 1.39 (s, 18H). Yield: 1.33 g, 54%, mp = 146-149 C.

As the rapid development of chemical substances, we look forward to future research findings about 1121-22-8

Reference£º
Article; Tomczyk; Nowak; Bukowski; Bester; Urbaniak; Andrijewski; Olejniczak; Electrochimica Acta; vol. 121; (2014); p. 64 – 77;,
Chiral Catalysts
Chiral catalysts – SlideShare

trans-Cyclohexane-1,2-diamine, cas is 1121-22-8, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,1121-22-8

General procedure: A methanolic solution (10mL) of (¡À)-trans-1,2-diaminocyclohexane (dach) (0.23g, 2.0mmol) in a Schlenk tube, was added dropwise to a methanolic solution (20mL) of salicylaldehyde-imidazolium salt H(iPr)sal(Me2Im+-X-) 3a-c (4.0mmol) into a 100mL Schlenk flask under nitrogen atmosphere. The reaction mixture was stirred under N2 at 60C for 3h. Then the solvent was partially removed under reduced pressure, and the yellow products of 4a-c were precipitated by the addition of ethyl acetate and kept in the refrigerator overnight. Solvent was decanted off and the obtained crude product was sonicated for 15min in Et2O (3¡Á25mL). Et2O was also decanted off and the residual solid was washed intensively with MeOH/Et2O mixture (1:2) to remove unreacted materials and then re-dissolved in MeOH. EtOAc was added slowly (?15min) to precipitate the products as pale yellow-dark orange solids which were collected by filtration and dried under vacuum. Samples of the isolated solids were characterized as follows.

As the rapid development of chemical substances, we look forward to future research findings about 1121-22-8

Reference£º
Article; Elshaarawy, Reda F.M.; Kheiralla, Zeinab H.; Rushdy, Abeer A.; Janiak, Christoph; Inorganica Chimica Acta; vol. 421; (2014); p. 110 – 122;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1121-22-8,trans-Cyclohexane-1,2-diamine,as a common compound, the synthetic route is as follows.

General procedure: 2.6.2 ;(alphaR,3aR,7aR)-rel-2-(1-hydroxyethyl)-3a,4,5,6,7,7a-Hexahydro-1H-benzimidazole (2); In a typical catalytic reaction, 1.1 mmol of glycerol dissolved in6.0 ml of water were introduced in a Schlenk tube equipped withan argon inlet and deaerated by bubbling argon through a needlefor 15 min. After addition of the catalyst (0.011 mmol) and of thecocatalyst (0.11 mmol), the reaction vessel was closed with a serumcap serumcap and the amine (1.1 mmol) was added by a micro-syringe; thenthe vessel was heated under vigorous stirring to the chosen reactiontemperature in a thermostatted oil bath. After the desired reactiontime, the catalytic reaction was stopped by cooling the Schlenk tubeto r.t. and letting air in under stirring.

1121-22-8, The synthetic route of 1121-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Crotti, Corrado; Farnetti, Erica; Licen, Sabina; Barbieri, Pierluigi; Pitacco, Giuliana; Journal of Molecular Catalysis A: Chemical; vol. 382; (2014); p. 64 – 70;,
Chiral Catalysts
Chiral catalysts – SlideShare

1121-22-8, trans-Cyclohexane-1,2-diamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 3 mL screw cap vial containing a magnetic stir bar 5- (benzyloxy) -pent-1-yl)(5- (benzyloxy) -pent-1-yne) (87.1 mg, 0.5 mmol),N-benzylhydroxylamine (67.7 mg, 0.55 mmol),RuCp (PPh3) 2Cl (18.1 mg, 0.025 mmol) and toluene (1.25 mL) were added and the mixture was stirred at a reaction temperature of 100 C for 24 hours.The progress of the reaction was monitored by TLC.After completion of the reaction, the mixture was passed through silica gel to remove the catalyst, and the silica was washed with ethyl acetate. The product solution was concentrated in vacuo and purified by silica gel chromatography.A yield of 22.5 mg (15%) was obtained. To a screw cap vial was added 5- (benzyloxy) -pent-1-yne (87.1 mg, 0.5 mmol)((¡À) -trans-diaminocyclohexane (33 mul, 0.275 mmol), N-hydroxybenzotriazole (74.3 mg, 0.55 mmol)RuCp (PPh3) 2Cl (18.1 mg, 0.025 mmol)And t-butanol (1.25 mL)And the reaction time was changed to 4 hours. The reaction was carried out in the same manner as in Example 1 to synthesize amide. 97 mg (78%) was obtained., 1121-22-8

As the paragraph descriping shows that 1121-22-8 is playing an increasingly important role.

Reference£º
Patent; Seoul National University Industry-Academic Cooperation Foundation; Lee, Chul Beom; Lee, Dong Gil; Park, Ho Jun; (33 pag.)KR2017/11773; (2017); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

The chiral-catalyst compound, name is trans-Cyclohexane-1,2-diamine,cas is 1121-22-8, mainly used in chemical industry, its synthesis route is as follows.,1121-22-8

In a pyrex vial 4-chloro-2-methylphthalazin-l (2H)-one (300 mg, 1.54 mmol), RuPhos 3rd generation precatalyst (121 mg, 0.154 mmol), and sodium tert-butoxide (444 mg, 4.62 mmol) were added, the vial was sealed, and the atmosphere evacuated and purged with N2 (3X). (+/-)-Transcyclohexanediamine (370 mu, 3.08 mmol) in toluene (6 mL) was then added, and the reaction was heated at 70 C overnight. The crude reaction was concentrated in vacuo, deposited onto silica gel with aid of methanol, and purified by silica gel chromatography using 85% 90: 10:1 dichloromethane :methanol:NH40H as eluent. The product fractions were concentrated and lyophilized to provide the title compound (191 mg, 45% yield). LCMS M/Z (M+H) 273.

As the rapid development of chemical substances, we look forward to future research findings about 1121-22-8

Reference£º
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; COTE, Alexandre; CRAWFORD, Terry; DUPLESSIS, Martin; GOOD, Andrew, Charles; LEBLANC, Yves; MAGNUSON, Steven; NASVESCHUK, Christopher, G.; PASTOR, Richard; ROMERO, F. Anthony; TAYLOR, Alexander, M.; (179 pag.)WO2016/36954; (2016); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

The chiral-catalyst compound, name is trans-Cyclohexane-1,2-diamine,cas is 1121-22-8, mainly used in chemical industry, its synthesis route is as follows.,1121-22-8

General procedure: A methanolic solution (10mL) of (¡À)-trans-1,2-diaminocyclohexane (dach) (0.23g, 2.0mmol), in a Schlenk tube, was added drop-wise to a methanolic solution (20mL) of substituted salicylaldehyde-imidazolium salt H(R1)sal(Im+-R2R3-Cl-) 3a-f (4.0mmol) into a 100ml Schlenk flask under nitrogen atmosphere. The reaction mixture was stirred at 60C overnight. MeOH was partially removed under reduced pressure on a rotary evaporator, and the yellow products of 4a-f were precipitated by ethyl acetate and kept in the refrigerator overnight. The precipitate was sonicated with Et2O (3¡Á25mL), collected by filtration and dried under vacuum.

As the rapid development of chemical substances, we look forward to future research findings about 1121-22-8

Reference£º
Article; Elshaarawy, Reda F.M.; Janiak, Christoph; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 31 – 42;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1121-22-8,trans-Cyclohexane-1,2-diamine,as a common compound, the synthetic route is as follows.

Reference Example 35 Production of (2RS,4aSR,8aSR)-2-ethyldecahydroquinoxaline Relative confi uration Dichloro(pentamethylcyclopentadienyl)iridium (III) dimer (70 mg, 0.090 mmol) and sodium bicarbonate (73 mg, 0.87 mmol) were added to an aqueous (20 mL) solution of trans-cyclohexane-l,2-diamine (2.00 g, 17.5 mmol) and (¡À)-l,2-butanediol (1.69 mL, 18.4 mmol) with stirring at room temperature. Degassing and argon substitution were repeated 3 times, and the mixture was then stirred for 24 hours under reflux. The reaction mixture was concentrated under reduced pressure. The obtained residue was purified by basic silica gel column chromatography (methylene chloride/methanol) to obtain (2R*,4aS*,8aS*)-2- ethyldecahydroquinoxaline (2.03 g, yield: 69%) in a yellow solid form. 1H-NMR(CDCl3)5ppm : 0.92 (3H, t, J = 7.5 Hz), 1.10-1.60 (7H, m), 1.64-1.83 (5H, m), 2.16- 2.31 (2H, m), 2.44 (IH, dd, J = 11.5, 10.4 Hz), 2.58-2.67 (1H, m), 3.02 (1H, dd, J = 11.5, 2.7 Hz)., 1121-22-8

The synthetic route of 1121-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; SHINOHARA, Tomoichi; SASAKI, Hirofumi; TAI, Kuninori; ITO, Nobuaki; WO2013/137479; (2013); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

A common heterocyclic compound, the chiral-catalyst compound, name is trans-Cyclohexane-1,2-diamine,cas is 1121-22-8, mainly used in chemical industry, its synthesis route is as follows.,1121-22-8

Into a solution containing 1,6-diisocyanatohexane (2.35 grams, 13.95 mmol; obtained from Sigma-Aldrich Fine Chemicals) and anhydrous hexane (100 mL, obtained from Sigma-Aldrich Fine Chemicals) stirring at room temperature was added diethylene glycol butyl ether (2.27 grams, 14.0 mmol, obtained from Sigma-Aldrich Fine Chemicals), which was previously dried over calcium chloride granules, and dibutyltin dilaurate as catalyst (0.095 grams, 0.15 mmol, obtained from Sigma-Aldrich Fine Chemicals). The mixture was stirred and heated to an internal temperature of about 45 C. The progress of the reaction was monitored by 1H-NMR spectroscopy for the consumption of the diethylene glycol butyl ether starting material. The mixture was cooled to about 15 C. internal temperature; thereafter, to this mixture was added dropwise a solution of trans-1,2-diaminocyclohexane (0.80 grams, 7.0 mmol; obtained as a racemic mixture of (1R,2R and (1S,2S) stereoisomers from Sigma-Aldrich Fine Chemicals) dissolved in anhydrous hexane (20 mL). The mixture was stirred for about 30 minutes while warming up to room temperature, and FTIR spectroscopic analysis of a reaction sample indicated no unreacted isocyanate (peak at 2180 cm-1, sample prepared as a KBr pellet). The crystalline product was isolated by vacuum filtration on filter paper, rinsed with hexane, and then dried in air to give 4.82 grams of a white powder (88.8% yield). The product was believed to be of the formulae 1H-NMR spectroscopic analysis of the solid was performed in DMSO-d6 (300 MHz) at 80 C. and indicated the above structure with the following assigned peaks: 0.90 ppm (multiplet, 3 H integration, -OCH2CH2OCH2CH2OCH2CH2CH2CH3); 1.05-1.95 ppm (broad multiplets, 16 H integration, 4 methylene protons from butyl ether terminus, 8 methylene protons from the 1,6-diisocyanatohexane portion, and 4 methylene protons from the cyclohexane ring portion); 3.0 ppm (narrow multiplet, 5 H integration, -NH(CO)NHCH2(CH2)4CH2NH(CO)O and also tertiary methine proton adjacent to urea group on cyclohexane ring); 3.40-3.70 ppm (multiplets, 8 H integration, NH(CO)OCH2CH2OCH2CH2OCH2CH2CH2CH3); 4.10 ppm (singlet, 2 H integration, NH(CO)OCH2CH2OCH2CH2OCH2CH2CH2CH3); 5.60 ppm and 5.70 ppm (each a broad singlet, 1 H integration, urea NH protons); 6.75 ppm (broad singlet, 1 H integration, urethane NH proton). Elemental analysis calculated for C: 58.83%, H: 9.54%, N: 10.83%; found for C: 58.81%, H: 9.58%, N: 12.17%.

As the rapid development of chemical substances, we look forward to future research findings about 1121-22-8

Reference£º
Patent; Xerox Corporation; US2006/122415; (2006); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare