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

• Main Authors: Basharat Ali, Faiz Ahmed, Nusrat Shafiq, Muhammad Nasrula
• Format: Article
• Language: English
• Published: Universidade Federal de Mato Grosso do Sul 2020-05-01
• Series: Orbital: The Electronic Journal of Chemistry
• Subjects: catalyst ratio; ceric ammonium nitrate; isoquinolone’s; n-methylation; oxidation
• Online Access: http://orbital.ufms.br/index.php/Chemistry/article/view/1432

<p>Due to stability issue of isoquinolone’s their <em>N</em>-methylation is a challenging task, achieved the synthesis of <em>N</em>-methylated 2-methylisoquinoline-1,5,8(2H)-trione using readily available precursor 2-(2,5-dimethoxyphenyl)ethanamine <em>via</em> 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.</p><p> </p><p><span style="font-size: 9.0pt; font-family: &quot;Arial&quot;,sans-serif; mso-fareast-font-family: &quot;Times New Roman&quot;; mso-ansi-language: EN-US; mso-fareast-language: AR-SA; mso-bidi-language: AR-SA;" lang="EN-US">DOI: <a href="http://dx.doi.org/10.17807/orbital.v12i1.1432">http://dx.doi.org/10.17807/orbital.v12i1.143</a></span></p>