E. Kawashima, K. Tabei
Nov 1, 1986
Citations
1
Influential Citations
11
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
Reaction 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.