Reactions of N- and C-alkenylanilines:: I.: Synthesis of anilides and amidines from ortho-alkenyl(cycloalkenyl)anilines and their transformations

被引:8
|
作者
Gataullin, RR [1 ]
Afon'kin, IS [1 ]
Fatykhov, AA [1 ]
Spirikhin, LV [1 ]
Abdrakhmanov, IB [1 ]
机构
[1] Russian Acad Sci, Ufa Sci Ctr, Inst Organ Chem, Ufa 450054, Bashkortostan, Russia
关键词
D O I
10.1023/A:1012413715466
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Acetyl- and N-formyl-ortho-alkenyl(cycloalkenyl)anilines were synthesized. Their reaction with P2O5 or PCl5 afforded quinolines. By reaction of the ortho-alkenyl(cycloalkenyl)anilines with 1-methylimino- or 1-phenylimino-1-chloroethanes amidines were obtained that were cyclized in the polyphosphoric acid. The reaction with the polyphosphoric acid of amidines prepared from alkenylanilines and 1-methylimino-1-chloroethane gave rise to 3-methyl-3,4-dihydroquinazolines; on replacing in the substrate methylimine group for phenylimine one the yield of quinazoline decreased.
引用
收藏
页码:834 / 840
页数:7
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