38150-77-5Relevant academic research and scientific papers
The thermal instability of 2,4 and 2,6-N-alkylamino-disubstituted and 2-N-alkylamino-substituted nitrobenzenes in weakly alkaline solution: Sec-amino effect
Walczak, Christopher,Payne, Thomas J.,Wade, Colin B.,Yonkey, Matthew,Scheid, Melissa,Badour, Alec,Mohanty, Dilip K.
, p. 681 - 687 (2015)
We report herein the preparation of two families of secondary amines by the reactions of two equivalents of monoamines with either 2,4 or 2,6-difluoronitrobenzenes in N,N-dimethylacetamide in the presence of anhydrous potassium carbonate, as precursors of biologically important nitric oxide donating N-nitrosamines. In both instances, these compounds could be prepared in quantitative yield when the reaction temperature was held below 130°C. Above this reaction temperature, an unexpected cyclization reaction between the nitro and newly formed adjacent secondary amine group leads to the formation of benzimidazole or quinoxaline rings in low yields. Reasonable reaction mechanisms for the cyclization reaction are proposed.
N,N′-Diethyl-4-nitro-benzene-1,3-diamine, 2,6-bis-(ethyl-amino)-3- nitro-benzonitrile and bis-(4-ethyl-amino-3-nitro-phenyl) sulfone
Payne, Thomas J.,Thurman, Chad R.,Yu, Hao,Sun, Qian,Mohanty, Dillip K.,Squattrito, Philip J.,Giolando, Mark-Robin,Brue, Christopher R.,Kirschbaum, Kristin
experimental part, p. o369-o373 (2010/10/04)
N,N′-Diethyl-4-nitro-benzene-1,3-diamine, C10H 15N3O3, (I), crystallizes with two independent mol-ecules in the asymmetric unit, both of which are nearly planar. The mol-ecules differ in the conformation of the
