Amidation of Acid Chlorides to Primary Amides with Ammonium Salts

doi:10.6023/cjoc201801034

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (6): 1431-1436.DOI: 10.6023/cjoc201801034 Previous Articles Next Articles

Articles

铵盐与酰氯的酰胺化合成伯酰胺

李哲健^a, 高宝^b, 黄汉民^b

a 浙江工业大学化学工程学院杭州 310014;
b 中国科学技术大学化学系合肥微尺度物质科学国家研究中心合肥 230026

收稿日期:2018-01-24 修回日期:2018-03-06 发布日期:2018-03-08
通讯作者: 黄汉民,E-mail:hanmin@ustc.edu.cn E-mail:hanmin@ustc.edu.cn
基金资助:
国家自然科学基金（Nos.21672199，21702197）、中国科学院创新交叉团队、中央高校基本科研业务费专项资金、安徽省自然科学基金（No.1708085MB28）资助项目.

Amidation of Acid Chlorides to Primary Amides with Ammonium Salts

Li Zhejian^a, Gao Bao^b, Huang Hanmin^b

a College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014;
b Hefei National Laboratory for Physical Sciences at the Microscale, Department of Chemistry, University of Science and Technology of China, Hefei 230026

Received:2018-01-24 Revised:2018-03-06 Published:2018-03-08
Contact: 10.6023/cjoc201801034 E-mail:hanmin@ustc.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21672199, 21702197), the CAS Interdisciplinary Innovation Team, the Fundamental Research Funds for the Central Universities and the Anhui Provincial Natural Science Foundation (No. 1708085MB28).

1. Amidation of Acid Chlorides to Primary Amides with Ammonium Salts.PDF(2262KB)

Abstract

A practical amidation reaction for the synthesis of primary amides is presented, in which the simple NH₄Cl was identified as a practical and convenient amine source. A series of aromatic and aliphatic acid chlorides were successfully compatible with this protocol, affording the corresponding amides in good to excellent yields, which provides a rapid and reliable approach to amides from simple starting materials. Introducing the appropriate N-methyl pyrrolidone (NMP) into the system as solvent and acid-binding reagent plays a key role to avoid the use of stoichiometric amounts of base.

Key words: ammonium salts, amidation, primary amides, acid chlorides, N-methyl pyrrolidone

Cite this article

Li Zhejian, Gao Bao, Huang Hanmin. Amidation of Acid Chlorides to Primary Amides with Ammonium Salts[J]. Chin. J. Org. Chem., 2018, 38(6): 1431-1436.

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铵盐与酰氯的酰胺化合成伯酰胺

Amidation of Acid Chlorides to Primary Amides with Ammonium Salts

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