Title:
PRODUCTION METHOD FOR 5,5-DI-SUBSTITUTED-4,5-DIHYDROISOXAZOLE
Document Type and Number:
WIPO Patent Application WO/2019/208643
Kind Code:
A1
Abstract:
The objective of the present invention is to provide a production method for a 4,5-dihydroisoxazole represented by formula (3), which is safe, industrially desirable, economical, and environmentally friendly. The present invention causes the compound of formula (1) to react with hydroxylamine in the presence of an acid catalyst to produce the compound of formula (3) through the reaction represented by the reaction equation.
Inventors:
NAGATA TOSHIHIRO (JP)
SHIKAMA DAISUKE (JP)
SHIKAMA DAISUKE (JP)
Application Number:
PCT/JP2019/017459
Publication Date:
October 31, 2019
Filing Date:
April 24, 2019
Export Citation:
Assignee:
KUMIAI CHEMICAL INDUSTRY CO (JP)
International Classes:
C07D261/04; C07B61/00
Domestic Patent References:
| WO2000058290A1 | 2000-10-05 | |||
| WO2002062770A1 | 2002-08-15 | |||
| WO2002062770A1 | 2002-08-15 |
Foreign References:
| JP2013512202A | 2013-04-11 | |||
| CN107652245A | 2018-02-02 | |||
| JP2013512202A | 2013-04-11 |
Other References:
CHEMICAL SOCIETY OF JAPAN: "Synthesis and Reaction of Organic Compounds III", NEW EXPERIMENTAL CHEMISTRY COURSE 14, vol. 14, 14 December 1977 (1977-12-14), pages 1325 - 1328, XP009524406
ZHU, X. ET AL.: "TEMPO-Mediated Aliphatic C-H Oxidation with Oximes and Hydrazones", ORGANIC LETTERS, vol. 15, no. 13, 2013, pages 3214 - 3217, XP055647331, ISSN: 1523-7052
UNCUTA, C. ET AL.: "Hydration of 2-isoxazoline leading to a stable 3, 5, 5-trisubstituted 3- isoxazolidinol - N-acylated derivatives and ring- chain tautomerism study", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. 12, 2002, pages 1919 - 1924, XP055647338, ISSN: 1434-193X
SYNLETT, no. 6, 2008, pages 827 - 830
CHEM. EUR. J., vol. 16, 2010, pages 11325 - 11339
SHIN-JIKKENKAGAKU KOZABUNSEKI KAGAKU: "Analytical Chemistry II", 1977, SHINGO IIZUMI, MARUZEN CO., LTD., article "A New Course in Experimental Chemistry 9", pages: 66 - 86
JIKKENKAGAKU KOZABUNSEKI KAGAKU: "Analytical Chemistry", 2007, SEISHIRO MURATA, MARUZEN CO., LTD., article "A Course in Experimental Chemistry 20-1", pages: 121 - 129
See also references of EP 3789382A4
ZHU, X. ET AL.: "TEMPO-Mediated Aliphatic C-H Oxidation with Oximes and Hydrazones", ORGANIC LETTERS, vol. 15, no. 13, 2013, pages 3214 - 3217, XP055647331, ISSN: 1523-7052
UNCUTA, C. ET AL.: "Hydration of 2-isoxazoline leading to a stable 3, 5, 5-trisubstituted 3- isoxazolidinol - N-acylated derivatives and ring- chain tautomerism study", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. 12, 2002, pages 1919 - 1924, XP055647338, ISSN: 1434-193X
SYNLETT, no. 6, 2008, pages 827 - 830
CHEM. EUR. J., vol. 16, 2010, pages 11325 - 11339
SHIN-JIKKENKAGAKU KOZABUNSEKI KAGAKU: "Analytical Chemistry II", 1977, SHINGO IIZUMI, MARUZEN CO., LTD., article "A New Course in Experimental Chemistry 9", pages: 66 - 86
JIKKENKAGAKU KOZABUNSEKI KAGAKU: "Analytical Chemistry", 2007, SEISHIRO MURATA, MARUZEN CO., LTD., article "A Course in Experimental Chemistry 20-1", pages: 121 - 129
See also references of EP 3789382A4
Attorney, Agent or Firm:
SAEKI, Takuro et al. (JP)
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