Reaction of substituted benzamide oximes with chloroacetyl chloride and thiophosgene

Agirbas H., Kaya A., Aydogdu M.

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, vol.149, pp.39-48, 1999 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 149
  • Publication Date: 1999
  • Journal Name: PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier
  • Page Numbers: pp.39-48
  • Kocaeli University Affiliated: No

Abstract

3,4-Disubstituted-5,6-dihydro-4H-1,2,4-oxadiazine-5-ones were obtained from the reaction of substituted benzamide oximes with chloroacetyl chloride. The thionation of these compounds gave the corresponding 5-thiones. 3,4-Disubstituted-1,2,4-oxadiazole-5(4H)-thiones were obtained from the reaction of substituted benzamide oximes with thiophosgene. The copper-catalysed rearrangement of these compounds gave the isomeric 1,2,4-thiadiazole-5-ones.