论文信息 - Reactions of sulfur monochloride with some aromatic aldehyde semicarbazones and thiosemicarbazones: New syntheses of substituted 2,4‐dihydro‐1,2,4‐triazol‐3‐ones, 2,4‐dihydro‐1,2,4‐triazole‐3‐thiones and 2‐amino‐1,3,4‐oxadiazoles

Reactions of sulfur monochloride with some aromatic aldehyde semicarbazones and thiosemicarbazones: New syntheses of substituted 2,4‐dihydro‐1,2,4‐triazol‐3‐ones, 2,4‐dihydro‐1,2,4‐triazole‐3‐thiones and 2‐amino‐1,3,4‐oxadiazoles

Treatment of various substituted semicarbazones of aromatic aldehydes with sulfur monochloride yields the corresponding substituted 2,4-dihydro-1,2,4-triazol-3-ones. With thiosemicarbazones, the products are derivatives either of the 2-amino-1,3,4 thiadiazole or of the 2,4-dihydro-1,2,4-triazole-3-thione depending on the experimental conditions.

René Milcent | Thu-Huong Nguyen | R. Milcent | T. Nguyen

[1] G. Barbier,et al. Oxidation of aldehyde semicarbazones with lead dioxide: Application to the syntheses of 2-amino-1,3,4-oxadiazoles and 2,4-dihydro-1,2,4-triazol-3-ones , 1985 .

[2] George Young,et al. III.—Oxidation of benzalthiosemicarbazone , 1901 .

[3] M. Busch,et al. Ueber Benzaldehydphenyl‐hydrazon‐N‐carbonsäurechlorid , 1903 .

[4] T. Kametani,et al. Studies on the syntheses of azole derivatives. Part III. Syntheses of 1-Phenyl-Δ2-1,2,4-triazolin-5-one and 4-Phenyl-Δ2-1,3,4-oxadiazolin-5-one Derivatives by Fusion of 1-Phenyl-2-acylhydrazine with Urea† , 1970 .

[5] A. Michaelis,et al. Ueber eine nue Reihe schwefelhaltiger Derivate der aliphatischen Amine , 1895 .

[6] E. Hoggarth. 326. Compounds related to thiosemicarbazide. Part VI. Further routes to 4 : 5-diamino-3-phenyl-4 : 1 : 2-triazole and related compounds , 1950 .