Optimization of Conditions for the Synthesis and Oxidation of 5,8-Dimethoxy-2-methyl-3,4-dihydroisoquinolin-1(2H)-one into Novel 2-Methylisoquinoline-1,5,8(2H)-trione

Basharat Ali, Faiz Ahmed, Nusrat Shafiq, Muhammad Nasrula

Abstract


Due to stability issue of isoquinolone’s their N-methylation is a challenging task, achieved the synthesis of N-methylated 2-methylisoquinoline-1,5,8(2H)-trione using readily available precursor 2-(2,5-dimethoxyphenyl)ethanamine via multistep strategy, finally oxidation of 5,8-dimethoxy-2-methyl-3,4-dihydroisoquinolin-1(2H)-one with ceric ammonium nitrate (CAN) lead to target isoquinolone in good yield, further oxidation conditions in final step were optimized using different catalyst ratio, reaction time and temperature conditions.

 

DOI: http://dx.doi.org/10.17807/orbital.v12i1.143


Keywords


catalyst ratio; ceric ammonium nitrate; isoquinolone’s; N-methylation; oxidation

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Orbital: The Electronic Journal of Chemistry (e-ISSN 1984-6428) is a quarterly scientific journal published by the Institute of Chemistry of the Universidade Federal de Mato Grosso do Sul, Brazil. Orbital is a peer-reviewed, open-access journal.