📜6,7-Dichloro-3,4-Dihydroquinoxalin-2(1H)-One置于硝酸体系中,用 三氟乙酸 用作溶剂,化学反应 72.0H,以91%的收率获得利可替奈
参考文献:Regiospecific Oxidative Nitration Of 3,4-Dihydro-6,7-Disubstituted Quinoxaline-2(1H)-Ones Gives 1,4-Dihydro-5-Nitro-6,7-Disubstituted Quinoxaline-2,3-Diones,Potent Antagonists At The Nmda/glycine Site
标题:Regiospecific Oxidative Nitration Of 3,4-Dihydro-6,7-Disubstituted Quinoxaline-2(1H)-Ones Gives 1,4-Dihydro-5-Nitro-6,7-Disubstituted Quinoxaline-2,3-Diones,Potent Antagonists At The Nmda/glycine Site
摘要:The Regiospecific Oxidative Nitration Of 3,4-Dihydro-6,7-Disubstituted Quinoxalin-2(1H)-Ones (15A-H,20) Utilizing Fuming Nitric Acid In Tfa Gave 1,4-Dihydro-5-Nitro-6,7-Disubstituted Quinoxaline-2,3-Diones (6A-I),Respectively,In Good Yields. Compounds 15A-H Were Prepared From Commercially Available 1-Halo-3,4-Disubstituted Benzenes 12A-H In Three Steps. These Were Nitration,Nucleophilic Substitution Of The Halogen Ortho To The Nitro Group With Sodium Glycinate,And Finally,Reduction Of The Nitro Group And Concomitant Cyclization,Compound 20 Was Prepared From 16 By A Different Route Involving Alkylation Of Substituted O-Nitroaniline 18. The Final Oxidative Nitration Yields A Single,Predictable Nitro Isomer And Is A Significant Improvement Over The Direct Nitration Of 6,7-Disubstituted Quinoxaline-2,3-Diones.
Doi:10.1021/jo00123A020