STUDY OF THE PRODUCTS OF IODOCYCLIZATION OF 4-ALLYL-5-PHENYL-1,2,4-TRIAZOLE-3-THIONE

Authors

  • V. I. Shmygarev Chemistry Faculty, Chelyabinsk State University, Chelyabinsk 454021
  • D. G. Kim Chemistry Faculty, Chelyabinsk State University, Chelyabinsk 454021

Keywords:

4-allyl-5-phenyl-1,2,4-triazole-3-thione, 6-iodomethyl-3-phenyl-5,6-dihydrothiazolo[2,3-c]-1,2,4-triazole, 6-iodo-3-phenyl-6,7-dihydro-5H-1,2,4-triazolo[3,4-b]-1,3-thiazine, 6-methyl-3-phenylthiazolo[2,3-c]-1,2.4-triazole, 3-phenyl-5H-1,2,4-triazolo[3,4-b]-1,3-thiazine, 3-phenyl-7H-1,2,4-triazolo[3,4-b]-1,3-thiazine, iodocyclization

Abstract

The interaction of 4-allyl-5-phenyl-1,2,4-triazole-3-thione with iodine proceeds with the formation of a mixture of 6-iodomethyl-3-phenyl-5,6-dihydrothiazolo[2,3-c]-1,2,4-triazole and 6-iodo-3-phenyl-6,7-dihydro-5H-1,2,4-triazolo[3,4-b]-1,3-thiazine. The structures of the cyclization products obtained were established on the basis of the 1H NMR spectra of their dehydroiodinated derivatives. 6-Methyl-3-phenylthiazolo[2,3-c]-1,2,4-triazole, 3-phenyl-5H-1,2,4-triazolo[3,4-b]-1,3-thiazine, and 3-phenyl-7H-1,2,4-triazolo[3,4-b]-1,3-thiazine are formed on eliminating HI from the cyclization products.

How to Cite
Shmygarev, V. I.; Kim, D. G. Chem. Heterocycl. Compd. 2004, 40, 1077. [Khim. Geterotsikl. Soedin. 2004, 1241.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000046700.89050.90

Published

2024-02-02

Issue

Section

Original Papers