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Sulfamic Acid Catalyzed Atom Economic, Eco-friendly Synthesis of Novel 7-(Aryl)-10-thioxo-7,9,10,11-tetrahedro-6 H-pyrimido-[5′4′:5,6]pyrano[3,2-c]quinoline-6,8(5 H)-dione and its Derivatives.

Authors :
Jadhav, Sunetra J.
Patil, Reshma B.
Kumbhar, Digambar R.
Patravale, Ajinkya A.
Chandam, Dattatraya R.
Deshmukh, Madhukar B.
Source :
Journal of Heterocyclic Chemistry; Jul2017, Vol. 54 Issue 4, p2206-2215, 10p
Publication Year :
2017

Abstract

A series of novel 7-(3-chloro-phenyl)-10-thioxo-7,9,10,11-tetrahedro-6 H-pyrimido-[5′4′:5,6] pyrano[3,2-c]quinoline-6,8(5 H)-dione derivatives have been synthesized through the multi-component condensation of aromatic aldehydes, barbituric acid, and 2,4-dihydroxy quinoline, using heterogeneous sulfamic acid catalyst in water-ethanol (4:1) solvent system under reflux condition. The present protocol is endowed with charming description such as green synthetic procedure, short reaction time, easy work-up procedure, and excellent yield and high atom economy of pyranoquinoline derivatives. In this study, sulfamic acid is used as a heterogeneous catalyst that is easily recoverable and recyclable. The proposed multi-component reaction has been studied with detail mechanism and spectroscopic data. This is one of the potential greener synthetic approaches to build up the series of pyranoquinoline heterocycles. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
0022152X
Volume :
54
Issue :
4
Database :
Complementary Index
Journal :
Journal of Heterocyclic Chemistry
Publication Type :
Academic Journal
Accession number :
124203354
Full Text :
https://doi.org/10.1002/jhet.2807