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