Asmaa A. Magd El-Din, Salwa A. Elsharabasy, A. Hassan
Jan 1, 2006
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Phosphorus, Sulfur, and Silicon and the Related Elements
Abstract
5-arylidene-2-thiohydantoins 1a–c react with ethyl α -chloroacetate 2 and monochloroacetone to give the respective 2-imidazolinones 3a–c and 2-acetonylmercaptohydantoins 9a–c . Compounds 3a–c react with benzenediazonium chloride to afford hydrazones 5a–c . The reaction of 1a–c with ethylene bromide and with α,α -dichloroacetone gives the respective alkyl mercapto-derivatives 13a–c and 14a–c . The reaction of polyphosphoric acid with 3a–c , 9a–c , 13a–c and 14a–c yields the respective thiazolones 7a–c , imidazothioles 10a–c , imidazo-thiazoles 15a–c and imidazothiazines 16a–c . The mercapto-hydantoins 17a–d react with anthranilic acid to give quinazolin-3,5-diones 19a,b and/or 21a , b . Structural elucidation for the new products are based on compatible elementary and spectroscopic evidences.