Benzamidomethylation with (benzamidomethyl)triethylammonium chloride. 2. Asimple method for benzamidomethylation of thiols, amines and carboxylic acids

Authors
Popovski, E Klisarova, L Vikic-Topic, D
Citation
E. Popovski et al., Benzamidomethylation with (benzamidomethyl)triethylammonium chloride. 2. Asimple method for benzamidomethylation of thiols, amines and carboxylic acids, MOLECULES, 5(7), 2000, pp. 927-936
Citations number
27
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
MOLECULES
ISSN journal
14203049 → ACNP
Volume
5
Issue
7
Year of publication
2000
Pages
927 - 936
Database
ISI
SICI code
1420-3049(2000)5:7<927:BW(C2A>2.0.ZU;2-S
Abstract
Thiols and amines were benzamidomethylated in water solution at room temper ature with (benzamidomethyl)triethylammonium chloride (1) in the presence o f a small quantity of triethylamine (pH>9). Benzamidomethyl thioethers (3a- d) and (benzamidomethyl)amines or di(benzamidomethyl)amines (5) were obtain ed in high yields (>90%) as well as S(CH(2)NHBz)(2) in a reaction of 1 with Na2S. Benzamidomethyl esters RCOOCH(2)NHBz were obtained (60-75%) in react ions of carboxylic acids with 1 in chloroform or dioxane.