On the amination of halonitropyridines

…, B Geurtsen, HC Van der Plas

Index: Bie, Dick A. de; Geursten, Bart; Plas, Henk C. van der Journal of Organic Chemistry, 1985 , vol. 50, # 4 p. 484 - 487

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Citation Number: 32

Abstract

Evidence is presented, based on 15N-labeling experiments and'H NMR spectroscopy, that the conversion of 2-chloro-5-nitropyridine (1) into 2-amino-5-nitropyridine by treatment with potassium amide/liquid ammonia proceeds to about 75% according to a sequence of reactions involving addition of the amide ion to C-6, ring-opening, and ring-closure [S,(ANRORC) mechanism]. On the contrary, 2-chloro-3, 5-dinitropyridine (1 1) is nearly ...