Synthetic communications

Dinitrogen tetroxide–impregnated charcoal (N2O4/charcoal): Selective nitrosation of amines, amides, ureas, and thiols

N Iranpoor, H Firouzabadi, AR Pourali

Index: Iranpoor, Nasser; Firouzabadi, Habib; Pourali, Ali Reza Synthetic Communications, 2005 , vol. 35, # 11 p. 1517 - 1526

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Citation Number: 20

Abstract

Abstract Efficient N??nitrosation of amines, amides, and ureas, and also S??nitrosation of thiols were performed with dinitrogen tetroxide impregnated on activated charcoal (N2O4/charcoal) in CH2Cl2 at room temperature. High selectivity was observed for N?? nitrosation of dialkyl amines, N??alkylamides and N??alkylureas. Dealkylation and N?? nitrosation of trialkylamines were also performed by this reagent.