Journal of medicinal chemistry

New 1-Aminomethylbenzocyclobutenes

JA Skorcz, JE Robertson

Index: Skorcz,J.A.; Robertson,J.E. Journal of Medicinal Chemistry, 1965 , vol. 8, p. 255 - 257

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Citation Number: 13

Abstract

1-Cyanobenzocy~ lobutene~(Ia), obtained by the benzyne-mediated cyclization of o- chlorohydrocinnani~ nitrile,~ was hydrolyzed to benzocyclobutene-lcarboxylic acid (Ib). Trcatinent of the corresponding acid chloride IC with sodium azide in toluene provided 1- aniinobenzocyclobutene (Table I, 111) in 40% yield. The direct conversion of the acid Ib to the aniine I11 with hydrazoic acid2 proceeded in somewhat higher yield.