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Report | Regular issue | Vol 19, No. 8, 1982, pp.1477-1482
Published online, 1st January, 1970
DOI: 10.3987/R-1982-08-1477
Reaction of Phenyltrichloromethane with Semicarbazide and Thiosemicarbazide Derivatives

Hamid M. Hassaneen, Abdelfattah H. Shetta, Nehal M. Elwan, and Ahmad S. Shawali

*Department of Chemistry, Faculty of Science, , University of Cairo, Giza, Egypt

Abstract

Phenyltrichloromethane 1 reacts with 4-phenylsemicarbazide and yields ethyl N-phenylcarbamoylmethane hydrazonate 10. Thermolysis of 10 yields 3,4-diphenyl-1H-l,2,4-triazolin-5-one 9a, identified by its alternate synthesis from the amidrazone 14 and diphenyl carbonate. Hydrazinolysis of 10 and N-ethoxycarbonylbenzhydrazidoyl chloride 13 gives in both cases the tetrahydrotetrazene derivative 12. Reaction of 1 with thiosemicarbazide and its 4-phenyl derivative afforded the corresponding 2-phenyl-1,3,4-thiadiazole derivatives 16a and 16b, respectively.