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2005
Thiadiazole derivatives
R 0300
Synthesis of Oxamic Acids Thiohydrazides and Carbamoyl-1,3,4-thiadiazoles. —
the synthesis of oxamic acids thiohydrazides (IX) from chloroacetanilides (I),
14- 140 Unlike
the preparation of unsubstituted thiohydrazides (III) via this convenient one-step procedure fails. Compounds (III) are prepared via reaction of morpholino derivatives (II)
with hydrazine. Their reaction with chlorides (IV) leads to carbamoyl-1,3,4-thiadiazoles (V). The analogous reaction using substituted benzoyl chlorides is not successful. Aryl-substituted thiadiazole (VII) is obtained by oxidation of the intermediate hydrazones with FeCl3. — (YAROVENKO, V. N.; SHIROKOV, A. V.; KRUPINOVA, O.
N.; ZAVARZIN, I. V.; KRAYUSHKIN, M. M.; Russ. J. Org. Chem. 39 (2003) 8,
1133-1139; Zelinsky Inst. Org. Chem., Russ. Acad. Sci., Moscow 117913, Russia;
Eng.) — R. Staver
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