Heterocycles p. 1859 - 1866 (1994)
Update date:2022-08-05
Topics:
Kim, Kyongtae
Cho, Jaeeock
Reactions of chloromethyl aryl ketoximes (1, X = Cl) with tetrasulfur tetranitride in p-dioxane at reflux for 4 h afforded 3-aryl-1,2,5-thiadiazoles (2) in 37-92percent yields, whereas those of bromo analogs under the same conditions gave 2 and 3-aryl-4-bromo-1,2,5-thiadiazoles 3 in 48-81percent and 17-31percent yields, respectively.However, the compounds (3) were not formed in the presence of pyridine. α-Nitrosostyrene and its ring-substituted derivatives (4) are proposed as intermediates for the formations of 2.
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