Preparation of dihydrotetrazolo[1,5-a]pyrimidine derivatives from Biginelli 3,4-dihydropyrimidine-2-thiones

Dihydropyrimidines (DHPM) with a fused tetrazole ring have been synthesized via a smooth and efficient three-step protocol involving N,S-dimethylated and 2-hydrazinyl-dihydropyrimidine intermediates, respectively. The described protocol is applicable to electron rich and electron poor DHPM precursor...

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Published inTetrahedron Vol. 70; no. 45; pp. 8582 - 8587
Main Authors Hashim, Jamshed, Arshad, Nuzhat, Khan, Ijaz, Nisar, Sonia, Ali, Basharat, Iqbal Choudhary, M.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 11.11.2014
Elsevier
Subjects
Biological activities
Chemistry
Chemistry, Organic
Derivatives
DHPM scaffold
Dihydropyrimidines
Insertion
Monastrol
Physical Sciences
Precursors
Science & Technology
Tetrahedrons
Tetrazole
Tetrazoles
DHPM scaffold
Biological activities
Dihydropyrimidines
Tetrazole
Monastrol
AZIDOAZOMETHINE-TETRAZOLE EQUILIBRIUM
ASSISTED SOLUTION-PHASE
ANTITUBERCULAR ACTIVITY
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Summary:Dihydropyrimidines (DHPM) with a fused tetrazole ring have been synthesized via a smooth and efficient three-step protocol involving N,S-dimethylated and 2-hydrazinyl-dihydropyrimidine intermediates, respectively. The described protocol is applicable to electron rich and electron poor DHPM precursors as well. The insertion of tetrazole ring in monastrol type dihydropyrimidines makes it interesting for pharmacological investigations. [Display omitted]
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2014.09.069