文献类型：期刊文献

英文题名：Facile Preparation of 4-(4-Nitrophenyl)morpholin-3-one via the Acid-Catalyzed Selective Oxidation of 4-(4-Nitrophenyl)morpholine by Sodium Chlorite as the Sole Oxidant

作者：Liu, Chaoyang[1,2];Yu, Tao[1,2];Yang, Tiannuo[1,2];Sun, Haozhou[1,2];Qin, Cheng[1,2];Jia, Qiang[3];Chu, Changhu[1,2]

机构：[1]East China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab New Drug Design, Shanghai 200237, Peoples R China;[3]Seasons Biotechnol Taizhou Co Ltd, Taizhou 318000, Zhejiang, Peoples R China

年份：2020

卷号：24

期号：11

起止页码：2633

外文期刊名：ORGANIC PROCESS RESEARCH & DEVELOPMENT

收录：;EI(收录号：20205209689356);WOS:【SCI-EXPANDED(收录号:WOS:000592984900020)，CCR-EXPANDED(收录号:WOS:000592984900020)】；

基金：This work was supported by the National Natural Science Foundation of China (21372081, 21172072).

语种：英文

外文关键词：rivaroxaban; 4-(4-nitrophenyl)morpholin-3-one; oxidation; sodium chlorite

摘要：4-(4-Nitrophenyl)morpholin-3-one and 4-(4-aminophenyl) morpholin-3-one are the key intermediates for rivaroxaban synthesis. A facile and economically efficient process has been developed for the preparation of these intermediates. Excellent yield of 4-(4-nitrophenyl)morpholine is obtained by condensing 4-chloro nitrobenzene and morpholine, and 4-(4-nitrophenyl) morpholine is oxidized using inexpensive sodium chlorite to achieve a good yield of the corresponding 4-(4-nitrophenyl)morpholin-3-one. Finally, the key intermediate of rivaroxaban, 4-(4-aminophenyl) morpholin-3-one, is achieved by the iron(III)-catalyzed reduction of the nitro group with aqueous hydrazine. No high-cost materials were used, and the process did not require column purification.