59303-95-6Relevant academic research and scientific papers
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.
Synthetic Applications of Intramolecular Insertion in Arylcarbenes. V. o-Benzyl, Phenylamino, Phenoxy and Phenylthio Phenylcarbenes
Crow, Wilfrid D.,McNab, Hamish
, p. 1037 - 1050 (2007/10/02)
The 2-(XC6H4)-substituted phenylcarbenes in which X = CH2, NH, O and S have been generated and pyrolysed in the gas phase at low pressure.When X = CH2 or NH, the main reaction is simple insertion into the adjacent o-position of the XC6H5 ring to give dihydroanthracenes and dihydroacridines respectively.The use of substituents shows that no spiro diene rearrangement is involved in the case X = NH.For X = O or S, on the other hand, the carbene inserts into the ?-system of the XC6H5 ring and expansion occurs to give benzocycloheptafurans and thiophens.
