Ultrasound Accelerated Synthesis of 2‐Amino‐1,3‐Thiazoles via Three‐Component Reaction of Methyl Ketones, Thioureas, and N‐Bromosuccinimide Catalyzed by Brønsted Acidic Ionic Liquid

ABSTRACT The direct synthesis of the 2‐amino‐1,3‐thiazole scaffold has been achieved via a three‐component reaction between methyl ketones, thioureas, and N‐bromosuccinimide, efficiently promoted by 1‐(4‐sulfobutyl)‐3‐methylimidazolium hydrogen sulfate among Lewis acidic triflate salts, solid acids, and Brønsted acidic ionic liquids. Under ultrasound assistance, 16 2‐amino‐1,3‐thiazoles were synthesized in yields ranging from 20% to 78% in 35 to 115 min, depending on the substituents of aromatic ketones and thioureas. Additionally, the recovery yield and recycling of 1‐(4‐sulfobutyl)‐3‐methylimidazolium hydrogen sulfate were achieved at 82% and five times, respectively, without significantly affecting the yield of 2‐amino‐4‐phenyl‐1,3‐thiazole.

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Publication Details

Journal
Journal of Heterocyclic Chemistry
Published
2025-09-24
DOI
https://doi.org/10.1002/jhet.70086
Primary Topic
Multicomponent Synthesis of Heterocycles
Type
article
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article

Ultrasound Accelerated Synthesis of 2‐Amino‐1,3‐Thiazoles via Three‐Component Reaction of Methyl Ketones, Thioureas, and N‐Bromosuccinimide Catalyzed by Brønsted Acidic Ionic Liquid

Vu Ngoc Tuan, Thi Xuan Thi Luu, Công-Thắng Dương, Thinh Duc Ton
Journal of Heterocyclic Chemistry
Multicomponent Synthesis of Heterocycles
article

Ultrasound Accelerated Synthesis of 2‐Amino‐1,3‐Thiazoles via Three‐Component Reaction of Methyl Ketones, Thioureas, and N‐Bromosuccinimide Catalyzed by Brønsted Acidic Ionic Liquid

Vu Ngoc Tuan, Thi Xuan Thi Luu, Công-Thắng Dương, Thinh Duc Ton
article en

Abstract

ABSTRACT The direct synthesis of the 2‐amino‐1,3‐thiazole scaffold has been achieved via a three‐component reaction between methyl ketones, thioureas, and N‐bromosuccinimide, efficiently promoted by 1‐(4‐sulfobutyl)‐3‐methylimidazolium hydrogen sulfate among Lewis acidic triflate salts, solid acids, and Brønsted acidic ionic liquids. Under ultrasound assistance, 16 2‐amino‐1,3‐thiazoles were synthesized in yields ranging from 20% to 78% in 35 to 115 min, depending on the substituents of aromatic ketones and thioureas. Additionally, the recovery yield and recycling of 1‐(4‐sulfobutyl)‐3‐methylimidazolium hydrogen sulfate were achieved at 82% and five times, respectively, without significantly affecting the yield of 2‐amino‐4‐phenyl‐1,3‐thiazole.

Journal of Heterocyclic ChemistryVol. 62(12)
Vietnam National University Ho Chi Minh City (VN), Ho Chi Minh City University of Science (VN)
Openalex Percentile: Top 80%
Multicomponent Synthesis of Heterocycles
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