Synthesis of Related Compounds of Thiosemi-carbazide. IV. 1-(1, 3, 4-Thiadiazol-2-yl)-2-pyrazolin-5-one and Tetrazolo [4, 5-a]-1, 3, 4-thiadiazole Derivatives.

Abstract

1) 1-(5-R-1, 3, 4-Thiadiazol-2-yl)-3-methyl-4-R'-2-pyrazolin-5-one (R'=H, iso-C₃H₇) (III) were synthesized starting with 2-hydrazino-5-R-1, 3, 4-thiadiazole (I : R=CH₃, C₂H₅, n-C₃H₇, iso-C₄H₉, C₆H₅), and reacting them with ethyl acetoacetate or ethyl 3-acetyliso-valerate to form 5-R-1, 3, 4-thiadiazolylhydrazone (II). 2) 2-R-Tetrazolo [4, 5-a]-1, 3, 4-thiadiazole, compound analogous to 8-azaguanine, were synthesized by the reaction of 2-hydrazino-5-R-1, 3, 4-thiadiazole (I) with sodium nitrite in diluted acetic acid.