Derivatives of 2,3-dihydpo-1H-1,5-benzodiazepine based on substituted 1,2-phenylenediamines and acetylarenes
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Derivatives of 2,3-dihydro-1H-1,5-benzodiazepine were obtained by the reaction of 4-chloro-, 4-bromo- 3,5-dichloro-, and 4-cyano-substituted ortho-phenyl-enediamines with 4-R-acetophenones in the presence of concentrated sulfuric acid. Electron-withdrawing groups R increase the reaction rate and consequently promote the formation of a mixture of isomeric products. The structure of the compounds and the composition of their mixtures were established by PMR spectroscopy. The reaction mechanism is discussed.
KeywordsSpectroscopy Organic Chemistry Sulfuric Acid Reaction Mechanism Concentrate Sulfuric Acid
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