4-Chloro- and 4,5-dichloro-1,2-phenylenediamines were converted into 1,5-benzodiazepin-2-ones by use of both ethyl acetoacetate and crotonic acid; related diazepinones were obtained by other routes. 4,5-Dichloro-1,2-phenylenediamine, when treated with propiolic acid or ester, gave a benzimidazole or a 2-pyridone, respectively.
R. M. Acheson and W. R. Tully, J. Chem. Soc. C, 1970, 1117 DOI: 10.1039/J39700001117
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