REARRANGEMENTS OF DIPHENYLAMINE DERIVATIVES .2. REARRANGEMENT OF SOME N-AROYLDIPHENYLAMINES AND INTERMOLECULAR CHARACTER OF REACTION

被引:7
作者
BIRCHALL, JM
THORPE, DH
机构
来源
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1968年 / 23期
关键词
D O I
10.1039/j39680002900
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The rearrangement of N-anisoyl-,N-(p-chlorobenzoyl)- or N-(p-nitrobenzoyl)-diphenylamine in polyphosphoric acid at 110-160° yields mainly the corresponding 9-arylacridine with, in the first two cases, diphenylamine and the 4,4′-diaroyldiphenylamine. N-Aroyl-4,4′- dialkyldiphenylamines give good yields of 2,7-dialkyl-9-arylacridines under similar conditions, and a mixed rearrangement with N-benzoyl-4,4′- diethyldiphenylamine and N-(p-chlorobenzoyl)-4,4′-dimethyldiphenylamine reveals that migration of the aroyl group to the ortho-position in these reactions proceeds by an intermolecular mechanism.
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页码:2900 / &
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