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

被引：2

作者：

Chegeni, Elnaz ^{[1
]}

Habibi, Davood ^{[1
]}

Monem, Arezo ^{[1
]}

Jahaniyan, Zahra ^{[1
]}

机构：

[1] Bu Ali Sina Univ, Fac Chem & Petr Sci, Dept Organ Chem, Hamadan, Iran

来源：

SCIENTIFIC REPORTS | 2025年 / 15卷 / 01期

关键词：

DEEP EUTECTIC SOLVENTS; MICROWAVE-ASSISTED SYNTHESIS; IONIC LIQUIDS; ONE-POT; THIAZOLOPYRIMIDINE; DERIVATIVES; THIOPYRIMIDINE; PYRIMIDINE; CHEMISTRY; EFFICIENT;

D O I：

10.1038/s41598-025-90953-w

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

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 1HNMR 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.

引用

页数：16

共 47 条

[1] Application of hole theory to define ionic liquids by their transport properties [J].

Abbott, Andrew P. ;

Harris, Robert C. ;

Ryder, Karl S. .

JOURNAL OF PHYSICAL CHEMISTRY B, 2007, 111 (18) :4910-4913

[2] Preparation of novel, moisture-stable, Lewis-acidic ionic liquids containing quaternary ammonium salts with functional side chains [J].

Abbott, AP ;

Capper, G ;

Davies, DL ;

Munro, HL ;

Rasheed, RK ;

Tambyrajah, V .

CHEMICAL COMMUNICATIONS, 2001, (19) :2010-2011

[3] Facile green one-pot synthesis of novel thiazolo[3,2-a]pyrimidine derivatives using Fe3O4@l-arginine and their biological investigation as potent antimicrobial agents [J].

Afradi, M. ;

Foroughifar, N. ;

Pasdar, H. ;

Moghanian, H. ;

Foroughifar, N. .

APPLIED ORGANOMETALLIC CHEMISTRY, 2017, 31 (09)

[4]

Aghbash KO., 2022, J. Iran. Chem. Soc, V1, P1

[5] An Efficient Synthesis of Chromeno[2,3-d]pyrimidine-2,4-diones with a Nitroketene-Aminal Moiety at C(5) by a One-Pot Four-Component Reaction [J].

Alizadeh, Abdolali ;

Ghanbaripour, Rashid ;

Ng, Seik Weng .

HELVETICA CHIMICA ACTA, 2015, 98 (05) :663-667

[6] Synthesis, and analgesic and antiparkinsonian activities of thiopyrimidine, pyrane, pyrazoline, and thiazolopyrimidine derivatives from 2-chloro-6-ethoxy-4-acetylpyridine [J].

Amr, Abd El-Galil E. ;

Maigali, Soher S. ;

Abdulla, Mohamed M. .

MONATSHEFTE FUR CHEMIE, 2008, 139 (11) :1409-1415

[7] Green Chemistry: Principles and Practice [J].

Anastas, Paul ;

Eghbali, Nicolas .

CHEMICAL SOCIETY REVIEWS, 2010, 39 (01) :301-312

[8] Microwave-assisted synthesis of pyrimidine libraries [J].

Bagley, MC ;

Hughes, DD ;

Lubinu, MC ;

Merritt, EA ;

Taylor, PH ;

Tomkinson, NCO .

QSAR & COMBINATORIAL SCIENCE, 2004, 23 (10) :859-867

[9] Pd-assisted multicomponent synthesis of heterocycles [J].

Balme, G ;

Bossharth, E ;

Monteiro, N .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (21) :4101-4111

[10] Ionic liquid-catalyzed synthesis of triazoloquinazolinones, chromeno[4,3-d]benzothiazolopyrimidines and benzoimidazopyrimidine derivatives [J].

Basirat, Narjes ;

Sajadikhah, Seyed Sajad ;

Zare, Abdolkarim .

RESEARCH ON CHEMICAL INTERMEDIATES, 2020, 46 (06) :3263-3275

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