Abstract

AbstractReaction of benzamide oxime (1) with N, N′‐dicyclohexylcarbodiimide (2) afforded 5‐cyclohexylamino‐3‐phenyl‐1,2,4‐oxadiazole (3), N, N′, N″‐tricyclohexylguanidine (4) and N, N′‐dicyclohexyl urea (5). When acetone (8a) or ethyl acetoacetate (8b) was added as a trap, the yield of 3 increased slightly and N‐(2‐propylidene)cyclohexylamine (9a) or ethyl 3‐cyclohexylamino‐2‐butenoate (9b) was obtained as well as products 4 and 5. Acetylacetone (8c) and diacetyl (8d) were also used as the trap for the cyclohexylamino group. When p‐toluenesulfonic acid was added as a catalyst, 1‐cyclohexyl‐5‐cyclohexylamino‐3‐phenyl‐1H‐1,2,4‐triazole (11) was obtained in low yield.

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