- Reaction of N-Acyloxy-2-nitrobenzenamines.I. Thermolysis in Benzene or Bromobenzene
-
N-Acyloxy-2-nitro- and N-acyloxy-2,4-dinitro-benzenamines have been pyrolysed at 140 deg C in benzene or bromobenzene solution.Homolysis ( to form RCO2-radical and ArNH-radical) is ruled out since virtually all the carboxylate is isolated as carboxylic acid.This acid might arise via a concerted elimination process ( the other product being a benzofurazan 1-oxide), or via heterolysis to ArNH01+, RCO21- with subsequent transfer of proton, and cyclization of the singlet 2-nitrophenylnitrene.These simple reactions compete with bimolecular reactions of products with substrate, in which the corresponding amine, azoxy compound and acid anhydride are generated.Attempts to synthesize N-tosyloxy derivatives of nitrobenzenamines gave only thermal decomposition products.N-Trifluoroacetoxy-2,4-dinitrobenzenamine was isolated as a crude product which detonated violently.
- Bryant, Ian R.,Dyall, Leonard K.
-
p. 2275 - 2288
(2007/10/02)
-
- Novel Synthesis and Spectral Characterization of an N-Acetoxyarylamine: N-Acetoxy-2,4-dinitrophenylamine
-
N-Acetoxyarylamines have been proposed as reactive metabolites of carcinogenic aromatic amines.As a model compound to investigate the synthesis and spectral characteristics of these proposed intermediates, stable crystalline N-acetoxy-2,4-dinitrophenylami
- Huggett, Anthony C.,Cone, James L.,Thorgeirsson, Snorri S.,Roller, Peter P.
-
p. 4933 - 4937
(2007/10/02)
-