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Synthesis 1990; 1990(12): 1169-1172
DOI: 10.1055/s-1990-27126
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Umsetzungen von 4-Aminomethylen-5-oxo-2-phenyl-4,5-dihydrooxazol mit Heterocumulenen

I. Thondorf* , M. Strube, M. Augustin
  • *Martin-Luther-Universität Halle-Wittenberg, Biotechnikum, Sektion Chemie, W B Organische Chemie Postfach, Halle/S DDR-4020, Germany
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Publication Date:
02 May 2002 (online)

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Reactions of 4-Aminomethylene-5-oxo-2-phenyl-4,5-dihydrooxazole with Heterocumulenes The reaction of 4-aminomethylene-5-oxo-2-phenyl-4,5-dihydro-oxazole (1) with various heterocumulenes under basic conditions was examined. Depending on the nature of the heterocumulene different products were obtained. The reaction of 1 with carbon disulfide followed by alkylation yielded only 4-alkylthiomethylene-2-phenyl-5-oxo-4,5-dihydrooxazoles whereas the reaction of 1 with isothiocyanates, isocyanates and carbonyl sulfide led to the formation of 5-benzoylamino-2-thiouracils, 5-benzoylaminouracils and of 5-benzoylamino-2-methylthio-6H-1,3-oxazin-6-one, respectively.