Ethanol → 5795-90-4

Participants

Reaction Steps

25 m mol of 5β-cholanic acid was heated in ethanol in the presence of sulfic acid, forming 23 m mol of 5β-cholanic acid ethyl ester. This product was reduced by using lithium aluminum hydride, into 20 m mol of 5β-cholane alcohol. This alcohol, 19 m mol, was subjected to tosylation and then treated with thiourea. The resultant product was treated with bromine water, whereby 10 m mol of 5β-cholanesulfonylbromide was obtained. This compound, 8 m mol, was made to react with 8.5 m mol of nitroaniline. The product of this reaction was subjected to hydrogenation, thus 6.1 m mol of preparing p-amino-5β-cholanesulfonylanilide. This anilide was reacted with cyanogen bromide, and the resultant product was treated with dichloro-dicyanobenzoquinone, thereby obtaining 1.2 m mol of N-5β-cholanesulfonyl-N'-cyano-p-quinonediimine, which is represented by the following formula: ##STR52##

Provenance & Evidence