Benzamidomethylation with (Benzamidomethyl)triethylammonium Chloride. 2. A Simple Method for Benzamidomethylation of Thiols, Amines and Carboxylic Acids

Molecules

Emil Popovski¹  Ljiljana Klisarova¹ 

[1] ¹Institute of Chemistry, Faculty of Natural Sciences & Mathematics, Sts. Cyril and Methodius University, PO Box 162, 1000 Skopje, Macedonia ²Faculty of Pharmacy, Sts. Cyril and Methodius University, 1000 Skopje, Macedonia ³Rudjer Boskovic Institute, Bijenicka 54, HR-10001, Zagreb, Croatia

关键词: Benzamidomethylation;    thiols;    carboxylic acids;    amines;   

DOI  :  10.3390/50700927

来源: mdpi

【 摘 要 】

Thiols and amines were benzamidomethylated in water solution at room temperature with (benzamidomethyl)triethylammonium chloride (1) in the presence of a small quantity of triethylamine (pH>9). Benzamidomethyl thioethers (3a-d) and (benzamidomethyl) amines or di(benzamidomethyl)amines (5) were obtained in high yields (>90%) as well as S(CH₂NHBz)₂ in a reaction of 1 with Na₂S. Benzamidomethyl esters RCOOCH₂NHBz were obtained (60-75%) in reactions of carboxylic acids with 1 in chloroform or dioxane.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.