945-81-3Relevant articles and documents
Regioselective Nitration of N-Alkyl Anilines using tert-Butyl Nitrite under Mild Condition
Chaudhary, Priyanka,Gupta, Surabhi,Muniyappan, Nalluchamy,Sabiah, Shahulhameed,Kandasamy, Jeyakumar
, p. 104 - 119 (2019/01/08)
Regioselective ring nitration of N-alkyl anilines is reported using tert-butyl nitrite. The reactions proceed efficiently with a wide range of substrates providing synthetically useful N-nitroso N-alkyl nitroanilines in excellent yields which can be easily converted into N-alkyl phenylenediamines and N-alkyl nitroanilines using Zn-AcOH and HCl/MeOH, respectively.
N-Dealkylation-N-nitrosation of Tertiary Aromatic Amines by n-Butyl Nitrite
Verardo, Giancarlo,Giumanini, Angelo G.,Strazzolini, Paolo
, p. 7845 - 7852 (2007/10/02)
N,N-Dialkyl aromatic amines with a variety of ring substituents are N-dealkylated and N-nitrosated efficiently by n-butyl nitrite/ammonium chloride/water at reflux temperature.Ring nitrosation was never observed, but minor amounts of m- and p-nitro amines and/or nitrosamines were formed in some cases.Ring nitration is rather a reaction of the initial substrate than a process occurring on formed nitrosamines.The leaving propensities of the initial N-substituents to yield nitrosamines were in the order benzyl >> methyl >> alkyl.Key Words: Nitrosamines; N-Dealkylation; N-Nitrosation; C-Nitration; Alkyl nitrite.