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新产品编号:1062031

Chemical Name: 3,5-Dimethyl-4-(nitromethylsulfonyl)phenyl ester
项目整合开发状态: Biological Testing
项目研究机构: University of Tennessee System (Originator)
合成路线:The acetylation of 3,5-dimethylaniline (I) with acetic anhydride gives the acetamide (II),which is treated with chlorosulfonic acid yielding the benzenesulfonyl chloride (III).The reduction of (III) with Na2SO3 and NaHCO3 in water affords the sulfinic acid (IV),which by reaction with sodium methoxide in methanol gives the corresponding sodium salt (V).The reaction of (V) with nitromethane and sodium methoxide yields the sulfonylnitromethane (VI),which is deacetylated with hot 2N NaOH affording 3,5-dimethyl-4-(nitromethylsulfonyl)aniline (VII).Finally,this compound is treated with thiophosgene in acetone to provide the target isothiocyanate.
📌 参考资料/链接:
参考文献标题:Phenylsulfonylnitromethasanes as potent irreversible inhibitors of aldose reductase
文献作者:Rodriguez,L.; Miller,D.D.; Kador,P.F.; Saab,N.H.; Donkor,I.O.
参考来源:Eur J Med Chem 1999,34(9),745