Issue 0, 1987

Organic heterocyclothiazenes. Part 2. Reaction of tetrasulphur tetranitride with phenylacetylene and diphenylacetylene

Abstract

The reaction of S4N4 with diphenylacetylene in boiling toluene has been found to give 3,4-diphenyl-1,2,5-thiadiazole (1) as the major product and 3,5-diphenyl-1,4,2,6-dithiadiazine (4), a new heterocyclic system, as a minor product. The same reaction with phenyacetylene gives 3-phenyl-1,2,5-thiadiazole (12) and the novel 1,3,2-dithiazolylimine (16), the first example of this mesoionic ring. These new structures correct literature assignments. Reaction mechanisms are proposed for the formation of the products.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1987, 207-210

Organic heterocyclothiazenes. Part 2. Reaction of tetrasulphur tetranitride with phenylacetylene and diphenylacetylene

S. T. A. K. Daley and C. W. Rees, J. Chem. Soc., Perkin Trans. 1, 1987, 207 DOI: 10.1039/P19870000207

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