Tetrahedron

Heterocyclization of 1-aryl/alkyl-2-thiobiureas to 4-aryl/alkyl-3-substituted-Δ 2-1, 2, 4-triazolin-5-ones

MM Suni, VA Nair, CP Joshua

Index: Suni; Nair, Vipin A; Joshua Tetrahedron, 2001 , vol. 57, # 10 p. 2003 - 2009

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Citation Number: 28

Abstract

Synthesis of a range of 1, 2, 4-triazolin-5-ones has been carried out by thermally induced cyclization of 1-aryl/alkyl-2-alkyl isothiobiureas 4. The required isothiobiureas were generated in situ by the reaction of alkyl halides with 1-aryl/alkyl-2-thiobiureas 3 in acidic medium at reflux. The reaction proceeds after S-alkylation of the thiobiureas and is demonstrated by the isolation of the alkyl isothiobiurea intermediates and their ...