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Paper | Regular issue | Vol 24, No. 5, 1986, pp.1325-1329
Published online, 1st January, 1970
DOI: 10.3987/R-1986-05-1325
One-flask Synthesis of 4-[Bis(methylthio)]methylene-2-phenyl-5-oxo-4,5-dihydro-1,3-oxazole and Its Aminolyses

Ram Ashare, Jalpana Roy, and Arya K. Mukerjee*

*Department of Chemistry, Faculty of Science, Banaras Hindu University, Varanasi - 221005, India


Cyclisation of hippuric acid with ethyl chloroformate and triethylamine in benzene and subsequent triethylaminemediated condensation with carbon disulphide and S-methylation afford the title compound which undergoes 1,5-bond cleavage on heating with molar proportion of a primary amine in the presence of glacial acetic acid, the ketenethioacetal moiety remaining intact. On increasing the proportion of the amine and heating the mixture for a longer period, the corresponding N,N’-disubstituted benzoylaminomalondiamides are obtained.