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

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 ob...

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Main Authors: Emil Popovski, Drazen Vikic-Topic, Ljiljana Klisarova
Format: Article
Language:English
Published: MDPI AG 2000-07-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/5/7/927/
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author Emil Popovski
Drazen Vikic-Topic
Ljiljana Klisarova
author_facet Emil Popovski
Drazen Vikic-Topic
Ljiljana Klisarova
author_sort Emil Popovski
collection DOAJ
description 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.
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spelling doaj.art-fa3617ef1cad43e0ade45eaf2ab6bd7f2022-12-22T01:13:10ZengMDPI AGMolecules1420-30492000-07-015792793610.3390/50700927Benzamidomethylation with (Benzamidomethyl)triethylammonium Chloride. 2. A Simple Method for Benzamidomethylation of Thiols, Amines and Carboxylic AcidsEmil PopovskiDrazen Vikic-TopicLjiljana KlisarovaThiols 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.http://www.mdpi.com/1420-3049/5/7/927/Benzamidomethylationthiolscarboxylic acidsamines
spellingShingle Emil Popovski
Drazen Vikic-Topic
Ljiljana Klisarova
Benzamidomethylation with (Benzamidomethyl)triethylammonium Chloride. 2. A Simple Method for Benzamidomethylation of Thiols, Amines and Carboxylic Acids
Molecules
Benzamidomethylation
thiols
carboxylic acids
amines
title Benzamidomethylation with (Benzamidomethyl)triethylammonium Chloride. 2. A Simple Method for Benzamidomethylation of Thiols, Amines and Carboxylic Acids
title_full Benzamidomethylation with (Benzamidomethyl)triethylammonium Chloride. 2. A Simple Method for Benzamidomethylation of Thiols, Amines and Carboxylic Acids
title_fullStr Benzamidomethylation with (Benzamidomethyl)triethylammonium Chloride. 2. A Simple Method for Benzamidomethylation of Thiols, Amines and Carboxylic Acids
title_full_unstemmed Benzamidomethylation with (Benzamidomethyl)triethylammonium Chloride. 2. A Simple Method for Benzamidomethylation of Thiols, Amines and Carboxylic Acids
title_short Benzamidomethylation with (Benzamidomethyl)triethylammonium Chloride. 2. A Simple Method for Benzamidomethylation of Thiols, Amines and Carboxylic Acids
title_sort benzamidomethylation with benzamidomethyl triethylammonium chloride 2 a simple method for benzamidomethylation of thiols amines and carboxylic acids
topic Benzamidomethylation
thiols
carboxylic acids
amines
url http://www.mdpi.com/1420-3049/5/7/927/
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AT drazenvikictopic benzamidomethylationwithbenzamidomethyltriethylammoniumchloride2asimplemethodforbenzamidomethylationofthiolsaminesandcarboxylicacids
AT ljiljanaklisarova benzamidomethylationwithbenzamidomethyltriethylammoniumchloride2asimplemethodforbenzamidomethylationofthiolsaminesandcarboxylicacids