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新型 4-苄叉基-2-((1-苯基-3,4-二氢异喹啉-2(1H)-基)甲基)恶唑啉-5(4H)-酮衍生物的合成及抗菌活性研究。

Novel Synthesis of 4-Benzylidene-2-((1-phenyl-3,4-dihydroisoquinoline-2(1H)-yl)methyl) oxazol-5(4H)-one Derivatives Using 1,2,3,Tetrahydroisoquinoline and their Antimicrobial Activity.

机构信息

Department of Chemistry, Krishna University, Machilipatnam, Andhra Pradesh, India.

School of Materials Science and Engineering, Changwon National University, Changwon, Gyeongnam, 641-773, Korea.

出版信息

Curr Org Synth. 2020;17(5):396-403. doi: 10.2174/1570179417666200415151228.

Abstract

AIMS

A series of six 4-benzylidene-2-((1-phenyl-3,4-dihydro isoquinoline-2(1H)-yl)methyloxazol- 5(4H)-one derivatives were synthesized by condensation of substituted aryl aldehydes with 2-(2-(1-phenyl-3,4- dihydro isoquinoline-2(1H)-acetamido)acetic acid in the presence of sodium acetate, acetic anhydride and zinc oxide as catalysts.

BACKGROUND

Novel Synthesis of 4-Benzylidene-2-((1-phenyl-3,4-dihy droisoquinoline-2(1H)-yl)methyl)oxazol- 5(4H)-one derivatives using 1,2,3,Tetrahydroisoquinoline and their antimicrobial activity.

OBJECTIVE

The title compounds can be synthesized from 1,2,3,4-tetrahydroisoquinoline.

METHODS

The target molecules, i.e., 4-benzylidene-2-((1-phenyl-3, 4-dihydro isoquinoline-2(1H)-yl) methyl) oxazol-5(4H)-one derivatives (8a-8f) have been synthesized from 1,2,3,4-tetrahydroisoquinoline which was prepared from benzoic acid in few steps.

RESULTS

All the six compounds were evaluated based on advanced spectral data (1H NMR, 13C NMR & LCMS), and the chemical structures of all compounds were determined by elemental analysis.

CONCLUSION

Antibacterial activity of the derivatives was examined for the synthesized compounds and results indicate that compound with bromine substitution has a good activity profile.

摘要

目的

通过用取代芳醛与 2-(2-(1-苯基-3,4-二氢异喹啉-2(1H)-乙酰胺基)乙酸在醋酸钠、醋酸酐和氧化锌存在下缩合,合成了一系列 6 个 4-亚苄基-2-((1-苯基-3,4-二氢异喹啉-2(1H)-基)甲基)恶唑啉-5(4H)-酮衍生物。

背景

使用 1,2,3,4-四氢异喹啉及其抗菌活性,合成 4-亚苄基-2-((1-苯基-3,4-二氢异喹啉-2(1H)-基)甲基)恶唑啉-5(4H)-酮衍生物。

目的

标题化合物可由 1,2,3,4-四氢异喹啉合成。

方法

目标分子,即 4-亚苄基-2-((1-苯基-3,4-二氢异喹啉-2(1H)-基)甲基)恶唑啉-5(4H)-酮衍生物(8a-8f)是由苯甲酸在几步反应中制备的 1,2,3,4-四氢异喹啉合成的。

结果

所有六个化合物都基于先进的光谱数据(1H NMR、13C NMR 和 LCMS)进行了评估,所有化合物的化学结构都通过元素分析确定。

结论

对合成的化合物进行了衍生物的抗菌活性测试,结果表明,带有溴取代基的化合物具有良好的活性。

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