A solvent-free and catalyst-free reaction of o -aminobenzophenone with aryl isothiocyanates: expedient access to congested 4-phenyl-4-hydroxyquinazolin-2-thione derivatives

An efficient method to construct 4-phenyl-4-hydroxyquinazolin-2-thiones 3 solvent-free and catalyst-free addition of -aminobenzophenone 1 with aryl isothiocyanates 2 under thermal conditions has been developed, providing new congested 4-phenyl-4-hydroxyquinazolin-2-thiones 3 in practically quantitat...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2024-12, Vol.22 (48), p.9353-9356
Main Authors: Nguyen, Le Anh, Nguyen, Thi Thu Tram, Ngo, Quoc Anh, Retailleau, Pascal, Nguyen, Thanh Binh
Format: Article
Language:English
Subjects:
Aromatic compounds
Catalysts
Dehydration
Recrystallization
Solvents
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Summary:An efficient method to construct 4-phenyl-4-hydroxyquinazolin-2-thiones 3 solvent-free and catalyst-free addition of -aminobenzophenone 1 with aryl isothiocyanates 2 under thermal conditions has been developed, providing new congested 4-phenyl-4-hydroxyquinazolin-2-thiones 3 in practically quantitative yields simple purification by filtration/recrystallization. Extension of these conditions to -aminoacetophenone 4 in place of -aminobenzophenone 1 led to 4-methylenequinazoline-thione 5 as a result of a subsequent dehydration reaction.
ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d4ob01452a