41343-58-2Relevant academic research and scientific papers
A convenient synthesis of alkyl-2-(2-imino-4-oxothiazolidin-5-ylidene)acetate derivatives involving an electrogenerated base of acetonitrile
Sbei, Najoua,Haouas, Baya,Chebbi, Monia,Smida, Youssef Ben,Arfaoui, Youssef,Boujlel, Khaled,Benkhoud, Mohamed Lamine
, p. 152 - 162 (2017/03/07)
We report a simple method for the synthesis of alkyl-2-(2-imino-4-oxothiazolidin-5-ylidene) acetate derivatives 3 in good yields under mild conditions. The electrogenerated cyanomethyl base (EGB), obtained from electroreduction of acetonitrile-0.1 M TBABF4, assists the reaction between thiourea derivatives 1 and dialkyl acetylene dicarboxylate 2. The expected products, 3/4, and the structure obtained from X-ray diffraction confirm that the main products are the five-membered heterocycles 3. Furthermore, a mechanism, to explain the reaction pathways, is proposed based on the thermodynamic and kinetic data obtained from quantum calculations.
