Title:
PREPARATION METHOD FOR ISOXAZOLE COMPOUND AND INTERMEDIATE THEREOF
Document Type and Number:
WIPO Patent Application WO/2016/086722
Kind Code:
A1
Abstract:
Disclosed is a preparation method for an isoxazole compound and an intermediate thereof, the method comprising: a compound (I), as the starting material, is subjected to a substitution reaction with a compound (II) in the presence of a base, and subsequently to an oxidation reaction to prepare an intermediate acid (III); the intermediate acid (III) is methyl esterified to obtain an intermediate (IV); the intermediate (IV) is subjected to thionation to obtain an intermediate (VI); the intermediate (VI) is condensed with cyclopropyl methanone under a basic condition to obtain an intermediate (VIII); the intermediate (VIII) is subjected to alkene etherification reaction with ortho-formate and cyclized with hydroxylamine hydrochloride to obtain an intermediate (X); the methylthio of the intermediate (X) is oxidized by hydrogen peroxide to obtain isoxazole compound (XI). The starting material used in the present preparation method is readily available, and the preparation method has high productivity and purity, produces less industrial waste water, gas and residue, and has low cost and good industrial value.
Inventors:
SU YEHUA (CN)
SHI JIEPING (CN)
LU JIANXIN (CN)
ZHANG TIANHAO (CN)
CAI GUOPING (CN)
YU XIAOHUA (CN)
CHEN BANGCHI (CN)
SHI JIEPING (CN)
LU JIANXIN (CN)
ZHANG TIANHAO (CN)
CAI GUOPING (CN)
YU XIAOHUA (CN)
CHEN BANGCHI (CN)
Application Number:
PCT/CN2015/091889
Publication Date:
June 09, 2016
Filing Date:
October 14, 2015
Export Citation:
Assignee:
ZHEJIANG ZHUJI UNITED CHEMICALS CO LTD (CN)
International Classes:
C07D261/08; C07C201/12; C07C205/58; C07C319/14; C07C323/62
Foreign References:
| CN1082539A | 1994-02-23 |
Other References:
NIU, JIFENG ET AL.: "Study on the Synthesis and Process of Isoxaflutole", THESES OF EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY, 31 December 2013 (2013-12-31)
YANG, DAOSHAN ET AL.: "Copper-Catalyzed Aerobic Oxidative Synthesis of Aromatic Carboxylic Acids", CHEM. COMMUN., vol. 47, no. 8, 10 December 2010 (2010-12-10), pages 2348 - 2350
NIU, JIFENG ET AL.: "Synthesis of 2-Methylthio-4-Trifluoromethyl Benzoate", PESTICIDES, vol. 52, no. 6, 30 June 2013 (2013-06-30)
YANG, DAOSHAN ET AL.: "Copper-Catalyzed Aerobic Oxidative Synthesis of Aromatic Carboxylic Acids", CHEM. COMMUN., vol. 47, no. 8, 10 December 2010 (2010-12-10), pages 2348 - 2350
NIU, JIFENG ET AL.: "Synthesis of 2-Methylthio-4-Trifluoromethyl Benzoate", PESTICIDES, vol. 52, no. 6, 30 June 2013 (2013-06-30)
Attorney, Agent or Firm:
Hangzhou Qiushi Patent Office Co., Ltd. (CN)
杭州求是专利事务所有限公司 (CN)
杭州求是专利事务所有限公司 (CN)
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