Category: 1121-22-8

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO11,mainly used in chemical industry, its synthesis route is as follows.,1121-22-8

Into a solution containing 1,6-diisocyanatohexane (4.04 grams, 24.0 mmol; obtained from Sigma-Aldrich Fine Chemicals) and anhydrous tetrahydrofuran (100 mL, obtained from Sigma-Aldrich Fine Chemicals) stirring at room temperature was added 1-octanol (3.13 grams, 24.0 mmol, obtained from Sigma-Aldrich Fine Chemicals) and dibutyltin dilaurate (0.15 grams, 0.24 mmol, obtained from Sigma-Aldrich Fine Chemicals) as the catalyst. The mixture was stirred and heated to an internal temperature of about 65 C. The progress of the reaction was monitored by 1H-NMR spectroscopy for the consumption of 1-octanol starting material, indicated by the disappearance of the -CH2OH multiplet, which appears at 3.6 ppm downfield of the intermediate isocyanate product whose signal is located at 3.35 ppm. The mixture was cooled to about 15 C. internal temperature; thereafter, to this mixture was added dropwise a solution of trans-1,2-diaminocyclohexane (1.37 grams, 12 mmol; obtained as a racemic mixture of (1R,2R) and (1S,2S) stereoisomers from Sigma-Aldrich Fine Chemicals) dissolved in anhydrous tetrahydrofuran (10 mL). The mixture was stirred for about 60 minutes while warming up to room temperature, and thickened to form a gelatinous slurry. FTIR spectroscopic analysis of a reaction sample showed very little unreacted isocyanate (peak at 2180 cm-1, sample prepared as a KBr pellet). Residual isocyanate was quenched by addition of 5 mL of methanol. A crystalline product was isolated from the slurry by first adding diethyl ether (20 mL) followed with stirring for approximately 30 minutes to ensure full precipitation out of the gel slurry. The solid was filtered by suction on a paper filter, rinsed with diethyl ether, and then dried in air to give 6.20 grams of off-white solid (77.5% 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 high temperature (60 C.) and indicated the above structure with the following assigned peaks: 0.90 ppm (multiplet, 3 H integration, -OCH2(CH2)6CH3); 1.05-1.95 ppm (broad multiplets, 24 H integration, 12 methylene protons from 2-ethylhexanol portion, 8 methylene protons from the 1,6-diisocyanatohexane portion, and 4 methylene protons from the cyclohexane ring portion); 2.95 ppm (narrow multiplet, 4 H integration, -NH(CO)NHCH2(CH2)4CH2NH(CO)O); 3.35 ppm (doublet, 1 H integration, tertiary methine proton adjacent to urea group on cyclohexane ring); 3.90 ppm (doublet of doublets, 2 H integration, NH(CO)OCH2(CH2)6CH3; 5.70 ppm and 5.85 ppm (each a broad singlet, 1 H integration, urea NH protons); 7.00 ppm (broad singlet, 1 H integration, urethane NH proton). Elemental analysis calculated for C: 64.19%, H: 10.49%, N: 11.82%; found for C: 64.46%, H: 10.63%, N: 10.69%.

With the synthetic route has been constantly updated, we look forward to future research findings about trans-Cyclohexane-1,2-diamine,belong chiral-catalyst compound

Reference£º
Patent; Xerox Corporation; US2006/122415; (2006); A1;,
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

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%.

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

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

A 10 mL sample solution containing 1.0 mg/L of trans-cyclohexane-1,2-diamine was placed in a centrifuge tube with narrow neck (~4 mm i.d.), which was specially designed for ease of removing the supernatant phase. A mixture of 1 mL disperser solvent and 300 muL extracting solvent with 2 mmol L-1 of chiral selector was rapidly injected into the sample solution using a 5.0 mL syringe, and mixed by vortex mixer at 500 rpm stirring rate for 20 min, so that a cloudy solution was formed. The cloudy solution was centrifuged for 5 min at 3500 rpm, and the extraction product (supernatant phase) was collected in the neck of the tube. Finally, this supernatant phase was derivatized and injected into the HPLC. All of the experiments were carried out in triplicate and the average of the result was reported.

With the complex challenges of chemical substances, we look forward to future research findings about trans-Cyclohexane-1,2-diamine

Reference£º
Article; Hashemi, Majid; Hadjmohammadi, Mohammad Reza; Tetrahedron Asymmetry; vol. 28; 3; (2017); p. 454 – 459;,
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.

12.65 g of anhydrous magnesium sulphate (105.1 mmoles) and 4.2 ml of a racemic trans-1,2-diaminocyclohexane mixture (35.0 mmoles) were successively added to a solution of 6.66 ml of 2-pyridylaldehyde (70.0 mmoles) in 50 ml of absolute ethanol. The reaction mixture was stirred for 20 hours at ambient temperature (the solution turned yellow after stirring for three hours), heated for 2.5 hours under reflux, then filtered through a frit. The isolated solid was washed with dichloromethane. The total filtrate was concentrated completely under reduced pressure to isolate an ochre solid, which was re-crystallised from ethanol. 8.2 g of pale yellow crystals were obtained, which corresponded to a 80.1% yield. The characteristics were as follows: M.Pt: 140-141 C. (EtOH) (racemic mixture) (Lit: 127-129 C.: obtained by Belokon, Y N; North, M: Churkina, T D; Ikonnikov, N S; Maleev, V I; Tetrahedron 2001, 57, 2491-2498 for the stereoisomer 1S,2S, hexane-MeOH); 1H NMR/CDCl3: delta 8.51 (m, 2H, H1,2), 8.28 (s, 2H, H7,14), 7.84 (m, 2H, H4,17), 6.55-7.64 (m, 2H, H5,16), 7.14-7.21 (m, 2H, H3,18), 3.50 (m, 2H, H8,13), 1,81 (m, 6H, H10,11 and H carried by carbons 9 and 12 located in the position cis (or trans) with respect to the adjacent nitrogen atoms), 1.40-1.53 (m, 2H, H carried by carbons 9 and 12 located in the trans (or cis) position with respect to the adjacent nitrogen atoms). 13C NMR/CDCl3: delta 161.42 (C7 and C14), 154.61 (C6 to C15), 149.21 (C1 and C2), 136.39 (C4 and C17), 124.43 (C3 and C18), 121.29 (C5 and C16), 73.53 (C8 and C13), 32.70 (C9 and C12), 24.33 (C10 and C11). FAB+ (NBA matrix): 293 (100%, M+1), 107 (52%, 2-pyridylaldimine+H+), 92 (38%, C5H4N-CH2+), 119 (25%, C5H4N-CHN-CH2+), 294 (23%, M+2), 204 (22%, [M-(2-pyridylidene)]+), 79 (21%, pyridine+), 187 (20%, M-[2-pyridylineamino]+), 585 (1%, 2M+1).

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
Patent; Taillefer, Marc; Cristau, Henri-Jean; Cellier, Pascal-Philippe; US2005/234239; (2005); A1;,
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.

Trans-lambda ,2-diaminocyclohexane (5.7Og, 50 mmol) is dissolved in water (10 ml_). ^-tartaric acid (3.75g, 25 mmol) is added incrementally to the solution while continuously stirring and once completely added to the solution, the mixture is heated to 900C. When all the tartaric acid is dissolved, glacial acetic acid (5 ml_, 85 mmol) is added dropwise while stirring. The mixture is heated for 1 hour at 900C whereafter it is cooled to room temperature. The resultant white J.-1 ,2-diaminocyclohexane~l.-tartrate is filtered and washed twice with cold water (5 nnL), 3 times with methanol (5 mL) and oven dried. The salt is recrystallized out of hot water and cooled overnight at 50C.The recrystallized ^-1 ,2-diaminocyclohexane-Wartrate (18.9g, 72.62 mmol) is added to 4 equivalents of sodium hydroxide (11.62g, 290.49 mmol) dissolved in water (100 mL). Once the amine has dissolved it is extracted 5 times with 100 mL portions of dichloromethane. The extracted dichloromethane portions are added together and dried with anhydrous sodium sulphate. Most of the solvent is removed by vacuum distillation. The last portion of solvent is removed in atmospheric pressure to avoid the amine from distilling under vacuum using an air condenser. Yield: 23% (overall).The optically pure amine was then applied to prepare optically pure Pt(fr”a/7s-M ,2-diaminocyclohexane)CI2 by a method described in lnorganica Chimica Acta (1985) 108 : pp 63-66 (the content of which is incorporated herein by reference), from pure K2PtCI4, 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; PLATCO TECHNOLOGIES (PROPRIETARY) LIMITED; WO2006/24897; (2006); A1;,
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.

Into a solution containing 1,6-diisocyanatohexane (4.04 grams, 24.0 mmol; obtained from Sigma-Aldrich Fine Chemicals) and anhydrous tetrahydrofuran (100 mL, obtained from Sigma-Aldrich Fine Chemicals) stirring at room temperature was added 1-octanol (3.13 grams, 24.0 mmol, obtained from Sigma-Aldrich Fine Chemicals) and dibutyltin dilaurate (0.15 grams, 0.24 mmol, obtained from Sigma-Aldrich Fine Chemicals) as the catalyst. The mixture was stirred and heated to an internal temperature of about 65 C. The progress of the reaction was monitored by 1H-NMR spectroscopy for the consumption of 1-octanol starting material, indicated by the disappearance of the -CH2OH multiplet, which appears at 3.6 ppm downfield of the intermediate isocyanate product whose signal is located at 3.35 ppm. The mixture was cooled to about 15 C. internal temperature; thereafter, to this mixture was added dropwise a solution of trans-1,2-diaminocyclohexane (1.37 grams, 12 mmol; obtained as a racemic mixture of (1R,2R) and (1S,2S) stereoisomers from Sigma-Aldrich Fine Chemicals) dissolved in anhydrous tetrahydrofuran (10 mL). The mixture was stirred for about 60 minutes while warming up to room temperature, and thickened to form a gelatinous slurry. FTIR spectroscopic analysis of a reaction sample showed very little unreacted isocyanate (peak at 2180 cm-1, sample prepared as a KBr pellet). Residual isocyanate was quenched by addition of 5 mL of methanol. A crystalline product was isolated from the slurry by first adding diethyl ether (20 mL) followed with stirring for approximately 30 minutes to ensure full precipitation out of the gel slurry. The solid was filtered by suction on a paper filter, rinsed with diethyl ether, and then dried in air to give 6.20 grams of off-white solid (77.5% 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 high temperature (60 C.) and indicated the above structure with the following assigned peaks: 0.90 ppm (multiplet, 3 H integration, -OCH2(CH2)6CH3); 1.05-1.95 ppm (broad multiplets, 24 H integration, 12 methylene protons from 2-ethylhexanol portion, 8 methylene protons from the 1,6-diisocyanatohexane portion, and 4 methylene protons from the cyclohexane ring portion); 2.95 ppm (narrow multiplet, 4 H integration, -NH(CO)NHCH2(CH2)4CH2NH(CO)O); 3.35 ppm (doublet, 1 H integration, tertiary methine proton adjacent to urea group on cyclohexane ring); 3.90 ppm (doublet of doublets, 2 H integration, NH(CO)OCH2(CH2)6CH3; 5.70 ppm and 5.85 ppm (each a broad singlet, 1 H integration, urea NH protons); 7.00 ppm (broad singlet, 1 H integration, urethane NH proton). Elemental analysis calculated for C: 64.19%, H: 10.49%, N: 11.82%; found for C: 64.46%, H: 10.63%, N: 10.69%.

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
Patent; Xerox Corporation; US2006/122415; (2006); A1;,
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: To a mortar were added 3,5-di-tert-butyl-2-hydroxybenzaldehyde (0.468 g, 2 mmol) and trans-cyclohexane-1,2-diamine (0.114 g,0.123 mL, 1 mmol), and these were mixed over 10 min. The product was recrystallized (CH2Cl2/EtOH 1:9) to give 1a as a bright yellow solid; yield: 0.487 g (89%).

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

Reference£º
Article; Civicos, Jose F.; Coimbra, Juliana S. M.; Costa, Paulo R. R.; Synthesis; vol. 49; 17; (2017); p. 3998 – 4006;,
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

General procedure: To a mortar were added 3,5-di-tert-butyl-2-hydroxybenzaldehyde (0.468 g, 2 mmol) and trans-cyclohexane-1,2-diamine (0.114 g,0.123 mL, 1 mmol), and these were mixed over 10 min. The product was recrystallized (CH2Cl2/EtOH 1:9) to give 1a as a bright yellow solid; yield: 0.487 g (89%)., 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; Civicos, Jose F.; Coimbra, Juliana S. M.; Costa, Paulo R. R.; Synthesis; vol. 49; 17; (2017); p. 3998 – 4006;,
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

A solution of thiazole-2-carboxaldehyde (2.00 g, 17.7 mmol) in N,N-dimethylformamide (4.0 mL) was swirled as trans-N,N’-1,2-diaminocyclohexane (1.05 mL, 8.74 mmol) was added, which resulted in slight warming. After three days at ambient temperature, yellowish crystals were collected by filtration, rinsed with N,N-dimethylformamide (10 mL, in portions) and water (10 mL, in portions), and dried in vacuo (trans-N,N’-bis(thiazol-2-ylmethylene)-1,2-diaminocyclohexane, 1.91 g). After three days, a second crop of yellowish crystals was likewise collected from the initial filtrate (trans-N,N’-bis(thiazol-2-ylmethylene)-1,2-diaminocyclohexane, 0.33 g, 84.3% total yield). 1H NMR (CDCl3, delta): 8.36 (d, J = 0.8, 2H, imine), 7.81 (d, J = 3.2, 2H, Thz), 7.31 (dd, J = 3.2, 0.8, 2H, Thz), 3.48 (m, 2H, NCH), 1.84 (m, 4H, cyclohexyl), 1.79 (m, 2H, cyclohexyl), 1.47 (m, 2H, cyclohexyl). 13C NMR (CDCl3, delta): 167.1 (Thz 2), 154.7 (Thz 4,5), 143.8 (Thz 4,5), 121.3 (imine), 73.1 (NCH), 32.4 (cyclohexyl), 24.1 (cyclohexyl). Anal. Calc. for C14H16N4S: C, 55.23; H, 5.30; N, 18.40. Found: C, 55.29; H, 5.55; N, 18.37%.

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

Reference£º
Article; Bennov, Rachel R.; Berko, David A.; Burgess, Samantha A.; Dimeglio, John L.; Kalman, Steven E.; Ludlum, Jeffrey M.; Nash, Bradley W.; Palomaki, Peter K.B.; Perlow, Daniel B.; Rubin, Jacob A.; Saunders, Janet E.; Scarselletta, Sarah V.; Kastner, Margaret E.; Pike, Robert D.; Sabat, Michal; Keane, Joseph M.; Inorganica Chimica Acta; vol. 438; (2015); p. 64 – 75;,
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

Toa solution of trans-1,2-diaminocyclohexane(20.4 mL, 0.170 mol) in N,N-dimethylformamide(82 mL) was added 2-pyridinecarboxaldehyde (35.6 mL, 0.375 mol) with moderateswirling, resulting in moderate warming.After 24 hours, crystals were collected by fitration, rinsed with N,N-dimethylformamide (75 mL) and water(100 mL), and dried in vacuo (trans-N,N?-bis(pyridin-2-ylmethylene)-1,2-diaminocyclohexane, 40.52 g,81.5%, spectra matching those reported).ADDIN EN.CITESchoumacker20031607[1]1607160717Schoumacker,S.Hamelin, O.Pecaut,J.Fontecave,M.CatalyticAsymmetric Sulfoxidation by Chiral Manganese Complexes: Acetylacetonate Anions as ChiralitySwitchesInorg.Chem.Inorg.Chem.8110-8116422003[1] Amixture of trans-N,N?-bis(pyridin-2-ylmethylene)-1,2-diaminocyclohexane (30.13 g,0.1030 mol) and sodium borohydride (12.04 g, 0.3183 mol) in ethanol (95%, 760mL) was stirred vented to an oil bubbler for three days. The mixture was chilled in an ice-water bathfor 1 hour, and hydrochloric acid (12 M, 55 mL) was added in portions, and theresulting solution was confirmed to be acidic.Solvent was removed by rotary evaporation, and the resulting stickysolid was dissolved in water (300 mL) and washed with methylene chloride (3 x175 mL). To the remaining aqueoussolution was added aqueous sodium hydroxide (50% by weight, 30 mL). The resulting mixture was confirmed to bebasic and left at ambient temperature to cool for 30 minutes. It was extracted with methylene chloride (3 x370 mL), and the combined organic extracts were dried for 48 hours overanhydrous sodium sulfate (15 g) and anhydrous potassium carbonate (15 g). Solids were removed by filtration, andsolvent was removed by rotary evaporation.The resulting oil was dried on a Schlenk line and placed in a -20 Cfreezer overnight. Upon warming to roomtemperature, it solidified to a waxy yellow solid (trans-N,N?-bis(pyridin-2-ylmethyl)-1,2-diaminocyclohexane,picchxn, 1, 29.88 g, 97.87%, spectramatching those reported). ADDIN EN.CITESchoumacker20031607[1]1607160717Schoumacker,S.Hamelin, O.Pecaut,J.Fontecave,M.CatalyticAsymmetric Sulfoxidation by Chiral Manganese Complexes: Acetylacetonate Anions as ChiralitySwitchesInorg.Chem.Inorg.Chem.8110-8116422003[1] trans-N,N?-bis(pyridin-2-ylmethyl)-1,2-diaminocyclohexane is typicallythe only product observed in the spectra of isolated material However, it may befurther purified by recrystallization of the tetrahydrochloride salt frommethanol/isopropanol.

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

Reference£º
Article; Bennov, Rachel R.; Berko, David A.; Burgess, Samantha A.; Dimeglio, John L.; Kalman, Steven E.; Ludlum, Jeffrey M.; Nash, Bradley W.; Palomaki, Peter K.B.; Perlow, Daniel B.; Rubin, Jacob A.; Saunders, Janet E.; Scarselletta, Sarah V.; Kastner, Margaret E.; Pike, Robert D.; Sabat, Michal; Keane, Joseph M.; Inorganica Chimica Acta; vol. 438; (2015); p. 64 – 75;,
Chiral Catalysts
Chiral catalysts – SlideShare