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.
[0444] This ligand has been described by Van Stein, G C; Van Loten, G; Vrieze, K, Inorg. Chem 1985, 24 (9), 1367-1375. [0445] 19.36 g of anhydrous magnesium sulphate (161.1 mmoles) and 6.44 ml of rac-trans-1,2-diaminocyclohexane (53.6 mmoles) were successively added to a solution of 10 ml of 2-thienylaldehyde (107.1 mmoles) in 75 ml of absolute ethanol. [0446] The reaction mixture was stirred for 16 hours at ambient temperature (the solution thickened very rapidly), heated for 2 hours under reflux then filtered through a frit. [0447] The isolated solid was washed with dichloromethane. [0448] The total filtrate was concentrated completely under reduced pressure to isolate a brown solid which was re-crystallised from ethanol. [0449] 14.0 g of beige crystals were obtained, corresponding to a yield of 86%. [0450] The characteristics were as follows: [0451] M.Pt: 173-175 C. (EtOH); [0452] 1H NMR/CDCl3: delta 8.27 (s, 2H, H7,14), 7.27 (m, 2H, H, 2), 7.14 (m, 2H, H5,16), 6.96 (m, 2H, H3,4), 3.32 (m, 2H, H8,13), 1.82 (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), 1.44 (m, 2H, H carried by carbons 9 and 12 located in the trans (or cis) position with respect to the adjacent nitrogen atoms). [0453] 13C NMR/CDCl3: delta 154.32 (C7 and C14), 142.54 (C6 to C15), 130.09 (C1 and C2), 128.20 (C5 and C16), 127.18 (C3 and C4), 73.38 (C8 and C13), 32.83 (C9 and C12), 24.44 (C10 and C11).
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; Cellier, Pascal Philippe; Cristau, Henri-Jean; Spindler, Jean-Francis; Taillefer, Marc; US2003/236413; (2003); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare