New Syntheses of Benzotriazepines by Non-convenient Cyclization Reaction of N1,N3-Diarylamidrazones

Abstract

Reactions of derivatives of amidrazones with formaldehyde give triazole, triazoline and unexpected benzotriazepine derivatives.We examined the effects of the substitution pattern of the ,@-aryl ring.Recently we reported the unexpected formation of benzotriazepine derivatives by cyclization reaction of some amidrazone derivatives with formaldehyde.'These findings led us to re-examine the behaviour of amidrazones of the structure (1) with monocarbonyl compounds.Arylhydrazonoyl chlorides used as starting substances react with mines by nucleophilic substitution affording 2-arylamidrazones (1). Cycliation reactions of open-chain amidrazones2 K N / R with monocarbonyl compounds are known to H I ?: m y 1 1 Rl-m