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A novel synthesis of 3-((benzo[ d ]thiazol-2-ylamino)(phenyl)methyl)-4-hydroxy-1-methylquinolin-2(1 H )-one via consecutive C–C and C–N bond formation in water
Research on Chemical Intermediates ( IF 3.3 ) Pub Date : 2020-05-16 , DOI: 10.1007/s11164-020-04173-0
Maruti B. Yadav , Sandip S. Vagh , Yeon Tae Jeong

Abstract

A simple, efficient, and eco-friendly protocol has been developed for the synthesis of novel 3-((benzo[d]thiazol-2-ylamino)(4-methoxyphenyl)methyl)-4-hydroxy-1-methylquinolin-2(1H)-one derivatives using a one-pot CC and CN bond forming strategy from the reaction of 4-hydroxy-1-methylquinolin-2(1H)-one, 2-aminobenzothiazole and aromatic aldehydes in aqueous solvent without using any metal catalyst. Several advantages of this protocol include its operational simplicity, short reaction time, mild reaction condition, efficient utilization of all the reactants, wide functional group tolerance, using water as an environmentally friendly solvent and non-chromatographic purification procedure.

Graphic abstract



中文翻译:

通过连续的C–C和C–N键形成新颖的3-((苯并[d]噻唑-2-基氨基)(苯基)甲基)-4-羟基-1-甲基喹啉-2(1 H)-一的合成方法在水里

摘要

已经开发了一种简单,有效且环保的方案,用于合成新型3-((苯并[d]噻唑-2-基氨基)(4-甲氧基苯基)甲基)-4-羟基-1-甲基喹啉-2( 1 H)-one衍生物采用一锅式C - C和C - N键的形成策略,由4-羟基-1-甲基喹啉-2(1 H)-一,2-氨基苯并噻唑和芳香醛在水性溶剂中反应形成无需使用任何金属催化剂。该方案的几个优点包括:操作简单,反应时间短,反应条件温和,所有反应物的有效利用,官能团耐受性强,使用水作为环境友好的溶剂和非色谱纯化程序。

图形摘要

更新日期:2020-07-06
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