VIC-TRIAZOLINES .34. THERMAL-BEHAVIOR OF 1-(2-AMINOPHENYL)-4,5-DIHYDRO-5-MORPHOLINO-1,2,3-TRIAZOLES - NEW SYNTHESIS OF 2-ALKYLQUINOXALINES

被引:20
作者
BATTISTINI, M [1 ]
ERBA, E [1 ]
POCAR, D [1 ]
机构
[1] UNIV MILAN,FAC FARM,IST CHIM ORGAN,VIA VENEZIAN 21,I-20133 MILAN,ITALY
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 03期
关键词
D O I
10.1039/p19930000339
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
4,5-Dihydro-5-morpholino-1-(2-nitrophenyl)-1,2,3-triazoles 4 are prepared by reaction of an aldehyde with morpholine and the appropriate aryl azide. On reduction 1-(2-aminophenyl)-4,5-dihydro-5-morpholino-1,2,3-triazoles 5 are formed. Thermal rearrangement of compounds 5 affords unstable 2-alkyl-3-amino-1,2,3,4-tetrahydroquinoxalines 7, which undergo deamination to 2-alkyl-1,2-dihydroquinoxalines 8. Oxidation of these affords 2-alkylquinoxalines 1 0. The mechanism of the thermal rearrangement of triazoles 5 is investigated and discussed.
引用
收藏
页码:339 / 342
页数:4
相关论文
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