The Journal of Organic Chemistry

Synthesis of 4-aminodiphenylamine and its relatives

CS Rondestvedt Jr

Index: Rondestvedt,C.S. Journal of Organic Chemistry, 1977 , vol. 42, # 10 p. 1786 - 1790

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Citation Number: 13

Abstract

Formanilide is readily converted to its sodium salt by heating with metallic sodium or sodium hydride. Sodium formanilide condenses rapidly with p-nitrochlorobenzene in a high-boiling solvent at 150-165" C. The condensation is further accelerated by addition of dimethylformamide. The product is 4-nitrodiphenylamine (1)(87-9136 yield) which is readily hydrogenated to the title compound. Several other nitrodiphenylamines were prepared by ...