Premium
4‐Thiazolidinones and 2,4‐thiazolidinediones from α‐mercaptopropionic acid and carbodiimides
Author(s) -
Monforte P.,
Fenech G.,
Basile M.,
Ficarra P.,
Silvestro A.
Publication year - 1979
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570160228
Subject(s) - chemistry , thiazolidine , isopropyl , thiazolidinedione , medicinal chemistry , organic chemistry , combinatorial chemistry , stereochemistry , medicine , type 2 diabetes , diabetes mellitus , endocrinology
2,3‐Substituted 5‐methyl‐4‐thiazolidinones (1) and 3‐substituted 5‐methyl‐2,4‐thiazolidine‐diones (II) were prepared by reacting some carbodiimides with α‐mercaptopropionic acid, with the purpose of obtaining potentially chemotherapeutic agents. It is noteworthy that 3‐cyclohexyl‐5‐methyl‐2,4‐thiazolidinedione (IId) was obtained in three different crystalline structures. Some secondary compounds were also obtained: the N,N ‐disubstituted ureas (III) and thioureas (IV) in all cases, the dianilides (V) and the tri‐substituted guanidines (VI) from the arylcarbodiimides, and the dithiolactide (VII) from the isopropyl‐ and cyclohexylcarbodiimides.