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.
Authors
- Vu Ngoc Tuan (ORCID: https://orcid.org/0000-0002-7684-2680)
- Thi Xuan Thi Luu (ORCID: https://orcid.org/0000-0002-9984-6633)
- Công-Thắng Dương (ORCID: https://orcid.org/0000-0002-3753-5389)
- Thinh Duc Ton
Institutions
- Vietnam National University Ho Chi Minh City (VN)
- Ho Chi Minh City University of Science (VN)
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
- Field-Weighted Citation Impact
- 0.00