Synthesis and biological activities of 3-substituted-2-thioxoimidazolidin-4-one and 2-thioxotetrahydropyrimidin-4(1H)-one derivatives

Mohamed M. A. Said

Organic Chemistry Department, Faculty of Pharmacy, Suez Canal University, Ismailia (Egypt).

ABSTRACT:

Cyclization of 2-(furan-2-ylmethylene)hydrazinecarbothioamide (1) with ethyl 2-chloroacetate and ethyl 3-chloropropanoate in fused sodium acetate yielded 3-(furan-2-yl-methyleneamino)-2- thioxoimidazolidin-4-one (2) and 3-(furan-2-ylmethyleneamino)-2-thioxotetrahydropyrimidin-4(1H)-one (6). Treatment of 2, 6 with acetic anhydride, benzyl chloride and aromatic aldehydes furnished 1- substituted-3-(furan-2-yl-methyleneamino)-2-thioxoimidazolidin-4-one (3, 4), 1-substituted- 3-(furan- 2-ylmethyleneamino)-2-thioxotetrahydropyrimidin-4(1H)-one (7, 8), 5-arylidene-3-(furan-2-ylmethyleneamino)-2-thioxoimidazolidin-4-one(5a-c) and 5-arylidene-3-(furan-2-ylmethyleneamino)-2- thioxotetrahydropyrimidin-4(1H)-one (9a-c) respectively. The antimicrobial and CNS depressant activities of some of the synthesized compounds were studied.

KEYWORDS:

Furan-2-carbaldehyde; hydrazinecarbothioamide; ethyl 2-chloroacetate; ethyl 3-chloropropanoate sodium acetate; Antimicrobial and CNS depressant activities

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Copy the following to cite this article: Said M. M. A. Synthesis and biological activities of 3-substituted-2-thioxoimidazolidin-4-one and 2-thioxotetrahydropyrimidin-4(1H)-one derivatives. Orient J Chem 2008;24(3).

Copy the following to cite this URL: Said M. M. A. Synthesis and biological activities of 3-substituted-2-thioxoimidazolidin-4-one and 2-thioxotetrahydropyrimidin-4(1H)-one derivatives. Available from: http://www.orientjchem.org/?p=11319