N-Nitration of secondary amines with 4-chloro-5-methoxy-2-nitropyridazin-3-one

YD Park, HK Kim, JJ Kim, SD Cho, SK Kim…

Index: Park, Young-Dae; Kim, Ho-Kyun; Kim, Jeum-Jong; Cho, Su-Dong; Kim, Sung-Kyu; Shiro, Motoo; Yoon, Yong-Jin Journal of Organic Chemistry, 2003 , vol. 68, # 23 p. 9113 - 9115

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Citation Number: 20

Abstract

N-Nitration of 4-chloro-5-substituted-pyridazin-3-one with copper nitrate trihydrate in acetic anhydride gave the corresponding 4-chloro-2-nitro-5-substituted-pyridazin-3-one. 4-Chloro- 5-alkoxy-2-nitropyridazin-3-ones such as 5-methoxy (2b) and 5-ethoxy (2d) derivatives showed excellent nitro group transfer potentiality. N-Nitration of some secondary amines with 2b gave the corresponding N-nitramines under mild neutral condition in good yields.