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Synthesis and spectral characterization of some new thiazolopyrimidine derivatives

Mahmoud S. Tolba, Mostafa Sayed, Shaban A. A. Abdel‐Raheem, Taher A. Gaber, Adel M. Kamal El‐Dean, Mostafa Ahmed

2021Current Chemistry Letters28 citationsDOIOpen Access PDF

Abstract

Thiazolopyrimidnes are considered one of the most interesting classes in heterocyclic chemistry due to their pharmaceutical importance. Herein, we report the synthesis of some new heterocyclic compounds containing thiazolopyrimidine starting from compound (1) which was previously prepared in literature. The starting compound was allowed to react with different alkylating agents such as chloroacetone, chloroacetyl chloride, and phenacyl bromide to afford derivatives (2-4). Compound (5), benzylidene derivative, was obtained by the reaction of compound (2) with benzaldehyde while amino-dicarbonitrile compound (6) can be obtained by the reaction of compound (5) and malononitrile. Acetylation of amino group in compound (6) with chloroacetyl chloride led to formation of compound (7). Nucleophilic substitution of chlorine in compound (7) by aniline gave compound (8) which further subjected the Munich reaction to form compound (9). All new synthesized compounds were characterized using different elemental and spectral analysis.

Topics & Concepts

Chloroacetyl chlorideChemistryMalononitrilePhenacyl bromideAnilineNucleophilic substitutionPhenacylChlorineBromideBenzaldehydeDerivative (finance)Organic chemistryChlorideHeterocyclic compoundElemental analysisCombinatorial chemistryMedicinal chemistryCatalysisFinancial economicsEconomicsSynthesis and biological activitySynthesis and Characterization of Heterocyclic CompoundsSynthesis of heterocyclic compounds
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