ChemInform Abstract: Reaction of 2‐Thiopyrrolidones with Monochloroacetic Acid and Its Methyl Ester.

Abstract

173ChemInform Abstract The thiopyrrolidone (I) reacts with chloroacetic acid (IIa) and its methyl ester (IIb) to give the S-alkylation products (III) or the bicyclic compound (IV) depending on the reaction conditions. (IV) is coupled with the aldehyde (V), producing the benzylidene compound (VI). (IR-, 1H-NMR-data, mechanism, quantum chemical calculations).

Synthesis of Iminium Salts, Orthoesters and Related Compounds

“…Very often the thioimidates thus formed were not isolated but reacted further to other products, e.g. (272) …”