Question

I wanted to synthesize 1,3,4 thiadiazole-2- thiol substituted to benzoic acid the reaction has to happen in such a way that the acid hydrazide group of benzoic acid hydrazide has to undergo cyclization in presence of carbon disulfide to form 1,3,4-thiadiazole is their any way to carry out the synthesize 2 steps:- react the acylhydrazide and carbon disulfide with KOH in EtOH then acidify the resulting potassium salt with sulfuric acid which causes spontaneous cyclisation to the required product as reported in thisreviewfrom which I have taken the reaction scheme (top line applies).

Answer 1

The synthesis of 1,3,4-thiadiazole-2-thiol from a benzoic acid hydrazide involves reacting the acylhydrazide with carbon disulfide under basic conditions and then acidifying the mixture to induce cyclisation.

Step-by-step explanation:

The process described for synthesizing 1,3,4-thiadiazole-2-thiol involves the cyclization of an acylhydrazide group in the presence of carbon disulfide. This synthesis can be achieved in a two-step reaction. In the first step, the acylhydrazide reacts with carbon disulfide and KOH in ethanol, which is then acidified with sulfuric acid to form the potassium salt. The acidification induces spontaneous cyclisation to yield the 1,3,4-thiadiazole. This is similar to the procedures mentioned for other heterogeneous syntheses, such as the synthesis of isoxazolidinyl-triazoles or the preparation of vinyl triazoles via click chemistry.

Overall, the synthesis of such compounds typically requires careful control of reaction conditions, including temperature, solvent, and the presence of a catalyst or base, and may involve protective group strategies as seen in the synthesis of compounds with arylthiol moieties.