N-(2-Carboxyphenyl)oxalamides in the synthesis of the quinazoline central nervous system depressant methaqualone and fused biheterocyclic systems

A synthesis of the quinazolin-4-one pharmacological agent methaqualone from N -(2-carboxyphenyl)oxalamide was developed. A new method for the reductive cyclization of 3-(2-nitrophenyl)quinazolin-4-ones to benzimidazo[2,1- b ]quinazolin-12(6 H )-ones, the 6-deoxo-6-aza analogs of natural alkaloid try...

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Bibliographic Details
Published in:Russian chemical bulletin 2024-07, Vol.73 (7), p.1996-2003
Main Authors: Mamedova, V. L., Kushatov, T. A., Tikhomirova, N. A., Sinyashin, O. G., Mamedov, V. A.
Format: Article
Language:English
Subjects:
Central nervous system depressants
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Full Articles
Inorganic Chemistry
Organic Chemistry
Synthesis
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Summary:A synthesis of the quinazolin-4-one pharmacological agent methaqualone from N -(2-carboxyphenyl)oxalamide was developed. A new method for the reductive cyclization of 3-(2-nitrophenyl)quinazolin-4-ones to benzimidazo[2,1- b ]quinazolin-12(6 H )-ones, the 6-deoxo-6-aza analogs of natural alkaloid tryptanthrine, was suggested and new derivatives of poorly available quinoxalinoquinazolinone fused system were synthesized.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-024-4319-2