チアゾール誘導体の研究 (第7報)

2-Hydrazono-4-thiazolidoneの縮合生成物及び構造補遺

抄録

On heating, 2-hydrazono-4-thiazolidone (II) or its hydrochloride yielded colorless needle crystals of m.p. 325° (decomp.), which were assumed to be bis [4-oxothiazolidylidene-(2)]-hydrazine (III) because of the same melting point and similar properties as those of (III) obtained by Stephen and Wilson by the condensation of ethyl chloroacetate and hydrazodithiodicarbamide. In order to further confirm this structure, 1 mole of hydrazine was reacted with 2-thio-4-thiazolidone by which the substance of the same melting point as the foregoing two was obtained by the liberation of hydrogen sulfide. The alkylation of this product yielded 3-alkyl derivatives which were found by admixture to be identical with the 3-alkyl derivatives of (III) obtained by different routes of synthesis. The foregoing results have confirmed the correctness of the structure of (III). It was assumed from experimental results that the reaction mechanism whereby (III) is formed from (II) occurs first by the bimolecular condensation of (II) with subsequent liberation of hydrazine