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芳香胺参加的曼尼希反应 Ⅵ.芳胺与对位取代节叉丙酮的曼尼希反应和缩合反应
MANNICH REACTION WITH ARYLAMINE AS THE AMINE-COMPONENT——Ⅵ. THE CONDENSATION REACTION OF ARYLAMINE WITH SUBSTITUTIVE BENZYLIDENEACETONE
【摘要】 本文进一步研究了芳胺与取代苄叉丙酮的曼尼希(Mannich)反应,合成了9个Mannich碱(Ⅰ).同时用醛胺缩合法合成了具有药理活性的吗啡啉和取代苄叉丙酮的Mannich碱(Ⅴ),提高了合成产率.当苄叉丙酮的取代基R=4-CH3O,3,4-OCH2O时,有时有酮胺缩合产物——Schiff碱(Ⅳ)生成,只是反应温度有所不同.对Ⅳ的生成机理、结构及合成进行了讨论.
【Abstract】 Further studies of Mannich reaction of arylamine, substituted benzyliden- cacetone and formaldehyde are carried out. Nine kinds of Mannich Base(Ⅰ) (RC6H4CH=CHCOCH2CH2NHAr, R=4-NO2, 4-Cl, 3, 4-OCH2O) are synthesized. Four such Base (Ⅴ)(RC6H4CH=CHCOCH2CH2NC4H8O·HCI R=H, 4-OCH3, 4-NO2, 4-Cl) having pharmacological actions are also synthesized and their yields are improved. When R is methoxy, methylenedioxy, the condensation product of arylamine and substituted benzylideneacetone-Scbiff Base(Ⅳ)(RC6 H4CH=CHC(CH3)=NAr, R=4-OCH3, 3,4=OCH2O) are also formed at the same time, but under different temperatures. Their formation mechanism, structure and synthesis are discussed.
【Key words】 Mannich reaction; Mannich Base; β-arylaminoketone; ketimine;
- 【文献出处】 北京师范大学学报(自然科学版) ,Journal of Beijing Normal University(Natural Science) , 编辑部邮箱 ,1987年03期
- 【被引频次】1
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