基于氯化胆碱/六水合氯化镓的离子液体作为一种新型高效催化剂用于绿色合成苯并[4,5]噻唑并[3,2-a]色烯并[4,3-d]嘧啶-6-酮。

The ChCl/HGA-based DES as a capable and new catalyst for the green synthesis of benzo[4,5]thiazolo[3,2-a]chromeno[4,3-d]pyrimidin-6-one.

作者信息

Chegeni Elnaz, Habibi Davood, Monem Arezo, Jahaniyan Zahra

机构信息

Department of Organic Chemistry, Faculty of Chemistry and Petroleum Sciences, Bu-Ali Sina University, Hamedan, Iran.

出版信息

Sci Rep. 2025 Mar 3;15(1):7508. doi: 10.1038/s41598-025-90953-w.

A novel deep eutectic solvent (ChCl/HGA-DES) was prepared by a mixture of two moles of choline chloride (ChCl) and one mole of 2,3-dihydroxybenzoic acid (hypogallic acid, HGA). The eutectic point phase diagram showed that the two moles of ChCl and one mole of HGA is the best molar ratio for synthesizing a novel DES. Then, ChCl/HGA-DES was characterized by the FT-IR, TGA/DTA, densitometer, eutectic points, and HNMR techniques and used as a novel and capable catalyst for the green synthesis of six new benzo[4,5]thiazolo[3,2-a]- chromeno[4,3-d]pyrimidin-6-ones 5(a-f) and five new (2-(2-hydroxyphenyl)-8-methyl-4-phenyl-4H-benzo[4,5]thiazolo[3,2-a]pyrimidin-3-yl)(morpholino)methanones 6(a-e) through one-pot condensation reactions.

一种新型的低共熔溶剂（氯化胆碱/2,3-二羟基苯甲酸低共熔溶剂，ChCl/HGA-DES）由两摩尔氯化胆碱（ChCl）和一摩尔2,3-二羟基苯甲酸（没食子酸，HGA）混合制备而成。低共熔点相图表明，两摩尔ChCl和一摩尔HGA是合成新型低共熔溶剂的最佳摩尔比。然后，通过傅里叶变换红外光谱（FT-IR）、热重/差示热分析（TGA/DTA）、密度计、低共熔点和核磁共振氢谱（HNMR）技术对ChCl/HGA-DES进行了表征，并将其用作一种新型且高效的催化剂，通过一锅缩合反应绿色合成了六种新型苯并[4,5]噻唑并[3,2-a] - 色烯并[4,3-d]嘧啶-6-酮5（a - f）和五种新型（2 - （2 - 羟基苯基） - 8 - 甲基 - 4 - 苯基 - 4H - 苯并[4,5]噻唑并[3,2-a]嘧啶 - 3 - 基）（吗啉代）甲酮6（a - e）。