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1 Polish Journal of Chemistry

1 2004

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Syntheses of 1-(phenylsulfonyl)-(1H, 3H)-imidazol-2-one Derivatives with Potential Biological Activity

Brzozowski Z., Sławiński J.

Polish Journal of Chemistry

2004

Vol. 78 / nr 4

547-551

Aseries of 1-(arylsulfonyl)-3-(2,2-dimethoxyethyl)ureas (2a-e) was obtained by the reaction of 1-(phenylsulfonyl)ureas (1a-e) with aminoacetaldehyde dimethyl acetal in boiling dioxane. Cyclocondensation reactions of the 1-(arylsulfonyl)-3-(2,2-dimethoxyethyl) ureas (2a-e) in 98% H2SO4 gave the appropriate 1-(arylsulfonyl)-(1H,3H)- imidazol-2-ones (3a-e) in good yields. The subsequent reaction of 3a with methanesulfonyl- or 4-nitrophenylsulfonyl chlorides furnished the 3-(R4-sulfonyl) derivatives 4 and 5, respectively. Preliminary screening data indicated that the compounds 3c-e, 4 and 5 were inactive against three selected human tumor cell lines derived from Breast cancer (MCF7), Lung cancer (NCI-H460) and CNS cancer (SF-268).