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一种用于合成 2,3-二氢喹唑啉-4(1H)-酮衍生物的基于维生素 C 的天然低共熔溶剂。

A vitamin C-based natural deep eutectic solvent for the synthesis of 2,3-dihydroquinazolin-4(1H)-one derivatives.

作者信息

Hosseinzadeh Rahman, Zarei Shiva, Valipour Zohreh, Maleki Behrooz

机构信息

Department of Organic Chemistry, Faculty of Chemistry, University of Mazandaran, Babolsar, Iran.

出版信息

Heliyon. 2024 Sep 17;10(19):e37170. doi: 10.1016/j.heliyon.2024.e37170. eCollection 2024 Oct 15.

DOI:10.1016/j.heliyon.2024.e37170
PMID:39397899
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11467633/
Abstract

Efficient and green protocols were reported to synthesize 2,3-dihydroquinazolin-4(1H)-one derivatives in natural deep eutectic solvent (NADES). NADES was prepared from ascorbic acid (AA) and choline chloride (ChCl) with reduced or null toxicity, biocompatibility, and low cost. The ChCl/AA NADES was successfully used in the synthesis of 2,3-dihydroquinazolin-4(1H)-one derivatives via the condensation reaction of aldehydes with 2-aminobenzamide and the three-component reactions of aldehydes, isatoic anhydrides and ammonium salts under solvent-free conditions. The scope of this method was evaluated by employing various aromatic, heterocyclic, and aliphatic aldehydes. The desired products were achieved in 85-97 % yield in a short reaction time. Also, the deep eutectic solvent ChCl/AA showed good recyclability and reusability.

摘要

据报道,在天然低共熔溶剂(NADES)中可通过高效且绿色的方法合成2,3-二氢喹唑啉-4(1H)-酮衍生物。NADES由抗坏血酸(AA)和氯化胆碱(ChCl)制备而成,具有低毒性或无毒性、生物相容性且成本低廉。ChCl/AA NADES通过醛与2-氨基苯甲酰胺的缩合反应以及醛、异邻苯二甲酸酐和铵盐在无溶剂条件下的三组分反应,成功用于合成2,3-二氢喹唑啉-4(1H)-酮衍生物。通过使用各种芳香醛、杂环醛和脂肪醛对该方法的适用范围进行了评估。在短反应时间内,所需产物的产率达到85 - 97%。此外,低共熔溶剂ChCl/AA显示出良好的可回收性和可重复使用性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/d4be0b2dabd1/gr4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/caa082210248/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/2c36cd4e03b2/sc1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/aa4c137302c6/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/60e84ecafddb/sc2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/4a4c715321d5/sc3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/1ce43930882f/sc4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/05c92d5f725a/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/d4be0b2dabd1/gr4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/caa082210248/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/2c36cd4e03b2/sc1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/aa4c137302c6/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/60e84ecafddb/sc2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/4a4c715321d5/sc3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/1ce43930882f/sc4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/05c92d5f725a/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/882b/11467633/d4be0b2dabd1/gr4.jpg

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