Synthesis and reactivity of carbohydroximoyl azides: I. aliphatic and aromatic carbohydroximoyl azides and 5-substituted 1-hydroxytetrazoles based thereon

IV Tselinskii, SF Mel'nikova, TV Romanova

Index: Tselinskii; Mel'nikova; Romanova Russian Journal of Organic Chemistry, 2001 , vol. 37, # 3 p. 430 - 436

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Citation Number: 30

Abstract

Abstract Chlorination of 1-hydroxyiminopentane gave 1-chloro-1-nitrosopentane which reacted with sodium azide in DMF to form pentanohydroximoyl azide. The azidation of benzohydroximoyl chlorides was always accompanied by decomposition to benzonitriles. Treatment of carbohydroximoyl azides in ether with gaseous hydrogen chloride afforded 5- butyl-and 5-aryl-1-hydroxytetrazoles which reacted with acetic anhydride to form the ...