Syntheses of mesoionic thiazole compounds disubstituted amino group was written by Ohta, Masaki;Sato, Shigeru. And the article was included in Nippon Kagaku Zasshi in 1968.Recommanded Product: 3-Methylthiazolidine-2,4-dione This article mentions the following:
4-Thiazone in this abstract refers to the structural skeleton I. Various possibilities of formation of 4-thiazone derivatives were examined PhNHCS2Et (5 g.), 3.5 g. BrCH2CO2H (II), 3 g. Et3N, and 30 ml. C6H6 heated 3 hrs. at 40° gave an oil, probably PhN: C(SEt)SCH2CO2H, which failed to give a 4-thiazone derivative on treatment with Ac2O and Et3N. N-(N-Phenylthiocarbamoyl)morpholine (III) in 100 ml. C6H6 treated with 6 g. Et3N and 6.5 g. II and treated with 15 ml. Ac2O and Et3N after evaporation gave 9.2 g. 5-acetyl-2-morpholino-3-phenyl-4-thiazone (IV) (R = morpholino), m. 249° (decomposition). Similarly the following IV were obtained [R, m.p. (decomposition), and % yield given]: Me2N, 251-3°, 60; Et2N, 208°, 50; Bu2N, 220°, 40; pyrrolidino, 298-300°, 70; and piperidino, 218°, 70. Hydrolysis of IV with dilute HCl gave 3-phenyl-2,4-thiazolidinedione. Attempted preparation of 4-thiazones with no Ac group at position-5 failed. N-Benzamidomorpholine (10 g.) in 100 ml. pyridine treated with 10 g. P2S5 at 130° gave 9 g. N-thiobenzamidomorpholine (V), m. 147-8°. Treating 4.5 g. V in 100 ml. C6H6 with 2.8 g. II and 3 g. Et3N 2 hrs. at 70° and treating with Ac2O and Et3N after evaporation gave 0.5 g. solid, m. 170°, which analyzed correctly for 5-acetyl-3-morpholino-2-phenyl-4-thiazone but had ir absorptions at 1680 and 1760 cm.-1 III (2.2 g.) and 1.4 g. II in 30 ml. C6H6 refluxed 2 hrs. gave 3-phenyl-2,4-thiazolidinedione. Similarly 3-methyl-2,4-thiazolidinedione, b5 95-7°, m. 35-6°, was prepared In the experiment, the researchers used many compounds, for example, 3-Methylthiazolidine-2,4-dione (cas: 16312-21-3Recommanded Product: 3-Methylthiazolidine-2,4-dione).
3-Methylthiazolidine-2,4-dione (cas: 16312-21-3) belongs to thiazolidine derivatives. Thiazolidine motifs are very intriguing heterocyclic five-membered moieties present in diverse natural and bioactive compounds having sulfur at the first position and nitrogen at the third position. Thiazolidine is prepared as it was in its first reported synthesis, by the condensation of cysteamine and formaldehyde. Other thiazolidines may be synthesized by similar condensations. A notable derivative is 4-carboxythiazolidine, derived from formaldehyde and cysteine.Recommanded Product: 3-Methylthiazolidine-2,4-dione
Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com