59303-95-6Relevant articles and documents
The Preparation of Some 2-Nitroacridines and Related Compounds
Rosevear, Judi,Wilshire, John F. K.
, p. 839 - 853 (2007/10/02)
The reaction of 2-fluoro-5-nitrobenzaldehyde with a wide variety of arylamines gives, in general, mixtures of the corresponding 2-arylamino-5-nitrobenzaldehydes and their related anils.Both aldehydes and anils readily underwent acid-catalysed cyclization to give the corresponding 2-nitroacridines.The effect of substituent on the rate of cyclization of these aldehydes and of some related anilino-benzaldehydes and -acetophenones has been studied in trifluoroacetic acid solution by means of 1H n.m.r. spectroscopy.A solution of 2-(N-methylanilino)-5-nitrobenzaldehydein trifluoroacetic acid appears to contain a substituted acridinium ion; treatment of this solution with alkali gave 10-methyl-2-nitroacridone. 1H n.m.r. data for a wide variety of substituted 2-nitroacridines are discussed.