Synthesis of Pyrazolone Derivatives. XIII. Synthesis of N, N-Dialkyl-N'-substituted-N'-[3 (4-substituted-2-methyl-5-oxo-1-phenyl-3-pyrazolin-3-yl) methyl] ethylenediamine

Abstract

N, N-Dialkyl-N'-substituted-N'-[3 (4-substituted-2-methyl-5-oxo-1-phenyl-3-pyrazolin-3-yl) methyl] ethylenediamines (IIIa-IIIe) were prepared by reacting 3-bromomethyl-3-pyrazolin-5-ones (Ia and Ib) with ethylenediamines (IIa-IIc). Reaction of 4-(N-4-ethoxyphenyl) aminomethyl-3-pyrazolin-5-one (V) with dialkylaminoethylchloride afforded N, N-dialkyl-N'-(4-ethoxyphenyl) ethylenediamines (IIa and VII) or 4-ethoxy-N, N-bis [(2, 3-dimethyl-1-phenyl-5-oxo-3-pyrazolin-4-yl) methyl] aniline (VIII).