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题目：Synthetic Process of 4-Methoxy-3-( 3-morpholinopropoxy) benzonitrile 期刊：精细化工 （Fine chemicals） 作者：ZONG Chao-yang，LI Miao-miao，SUN Guo-xiang，SUN Ya-quan |
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Synthetic Process of 4-Methoxy-3-(3-morpholinopropoxy)benzonitrile Accession number: 20182905573947 Authors: Zong, Chao-Yang 1 ; Li, Miao-Miao 2 ; Sun, Guo-Xiang 2 ; Sun, Ya-Quan 3 , 4 Author affiliations : 1 College of Chemical Engineering, Nanjing Tech University, Nanjing; Jiangsu; 210000, China 2 School of Chemistry and Chemical Engineering, Yancheng Institute of Technology, Yancheng; Jiangsu; 224051, China 3 School of Pharmacy, Yancheng Teachers University, Yancheng; Jiangsu; 224051, China 4 Jiangsu Marine Industry Research Institute, Dafeng; Jiangsu; 224100, China Corresponding author: Sun, Ya-Quan (sunyaquan@hotmail.com) Source title: Jingxi Huagong/Fine Chemicals Abbreviated source title: Jingxi Huagong Volume: 35 Issue: 3 Issue date: March 15, 2018 Publication Year: 2018 Pages: 525-528 Language: Chinese ISSN: 10035214 CODEN: JIHUFJ Document type: Journal article (JA) Publisher: Fine Chemicals Abstract: 3-Hydroxy-4-methoxybenzonitrile was synthesized from isovanillin and hydroxylamine hydrochloride by dehydration. And then 4-methoxy-3-(3-morpholinopropoxy)benzonitrile was synthesized by alkylation of 3-hydroxy-4-methoxybenzonitrile with 4-(3-chloropropyl)morpholine. The structures of product were characterized by IR and nuclear magnetic resonance (NMR). The optimum reaction conditions for the synthesis of 3-hydroxy-4-methoxybenzonitrile were as follows: n(isovanillin):n(hydroxylamine hydrochloride)=1:2, acetonitrile as solvent, reaction temperature 72℃, reaction time 6 hours. Under these conditions, the yield of 3-hydroxy-4-methoxybenzonitrile reached 96%. The yield of 4-methoxy-3-(3-morpholinopropoxy)benzonitrile reached 96% under the optimum reaction conditions of n(3-hydroxy-4-methoxybenzonitrile):n[N-(3-chloropropyl)morpholine]=1.0:1.1, acetonitrile as solvent, reaction time 6 hours at reflux temperature. After two steps of optimization, the target compound with high yield was obtained. The post-treatment is simple and more suitable for industrial production. © 2018, Editorial Office of FINE CHEMICALS. All right reserved. Number of references: 17 Main heading: Nuclear magnetic resonance Controlled terms: Acetonitrile - Amines - Aromatic compounds - Organic solvents Uncontrolled terms: Benzonitriles - Drug materials - Gefitinib - Hydroxylamine hydrochloride - Industrial production - Isovanillin - Nuclear Magnetic Resonance (NMR) - Optimum reaction conditions Classification code: 804.1Organic Compounds Numerical data indexing: Percentage 9.60e+01%, Time 2.16e+04s DOI: 10.13550/j.jxhg.2018.03.025 Database: Compendex Compilation and indexing terms, © 2018 Elsevier Inc. |
2楼2018-09-10 15:15:39