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Thiocarbohydrazide synthesis is an important intermediate step for many hydrazine organic synthetic reactions. Synthesis of thiocarbohydrazide can be done by reaction of carbon disulfide with hydrazine (hydrazinolysis) in water at 0°C giving 25% yield (based on [hydrazine]). However, in this article, we achieve a 96% yield (based on [hydrazine]) by carrying out the reaction in methanol at 24°C. The thiocarbohydrazide is then used to synthesize 1,5-bis (2-hydroxybenzaldehyde) dithiocarbohydrazone. By refluxing the latter compound in pyridine at 80°C, it decomposes and rearranges to give salicylaldehyde azine.