Thermoylysis of 1-phenyl-5-alkylsulfonyltetrazole in the presence of arylhydrazines. An instance of migration of an alkylsulfonyl group in a 1,3-dipole

Abstract

When 1-phenyl-5-alkylsulfonyltetrazoles are heated with arylhydrazines, the heteroring is cleaved to give nitrogen and 1-arylamino-2-phenyl-3-alkylsulfonylguanidine. According to the proposed scheme, the intermediate product of nucleophilic addition of the arylhydrazine to the tetrazole decomposes to give nitrogen and a 1,3-dipole, which is stabilized by migration of an alkylsulfonyl group.