Ruthenium complex-controlled catalytic N-mono-or N, N-dialkylation of heteroaromatic amines with alcohols

Y Watanabe, Y Morisaki, T Kondo…

Index: Watanabe, Yoshihisa; Morisaki, Yasuhiro; Kondo, Teruyuki; Mitsudo, Take-Aki Journal of Organic Chemistry, 1996 , vol. 61, # 13 p. 4214 - 4218

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Citation Number: 115

Abstract

Heteroaromatic amines were N-alkylated with primary alcohols at 150-200° C in the presence of a catalytic amount of various ruthenium complexes to give the corresponding monoalkylated and dialkylated amines in good to high yields. For example, 2-aminopyridine reacted with an excess of ethanol at 180° C for 20 h in the presence of dichlorotris (triphenylphosphine) ruthenium [RuCl2 (PPh3) 3] to give 2-(ethylamino) pyridine (1) and 2 ...