A simple construction of 2-phenylimino-1,3-thiazolidin-4-ones

Authors
Hahn, HGNam, KDMah, H
Issue Date
2001-07-01
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Citation
HETEROCYCLES, v.55, no.7, pp.1283 - +
Abstract
A new methodology for the construction of 2-phenylimino-1,3-thiazolidin-4-one skeleton is described. Reaction of maleic anhydride (5a) or maleimides (5b, 5c) with thiourea (6) gave the corresponding 2-imino-1,3-thiazolidin-4-ones (7) and (9) respectively. The reaction proceeded with high yield in polar solvents. In non-polar solvents at high temperature, however, isothiocyanate (8) was formed as a by-product presumably by the pyrolysis of thiourea (6). The proposed mechanism of the reaction was discussed.
Keywords
Maleic Anhydride; Maleimide; Michael Addition; Thiourea
ISSN
0385-5414
URI
https://pubs.kist.re.kr/handle/201004/140321
DOI
10.3987/COM-01-9227
Appears in Collections:
KIST Article > 2001
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