Title:
P-MENTHA-1,8-SECONDARY AMINE COMPOUND, PREPARATION METHOD THEREFOR AND HERBICIDAL APPLICATION THEREOF
Document Type and Number:
WIPO Patent Application WO/2020/244323
Kind Code:
A1
Abstract:
Disclosed are a preparation method for a cis-p-mentha-1,8-secondary amine compound and a herbicidal application thereof. The method comprises: using a cis-p-mentha-1,8-di-schiff base compound as a raw material, putting reducing agents into a polar organic solvent in batches at -10-50ºC, reacting for 1-24h, after the reaction is ended, quenching the reaction solution with distilled water, extracting with dichloromethane, drying with anhydrous sodium sulfate, filtering, performing vacuum distillation to obtain a cis-p-mentha-1,8-secondary amine compound, and recrystallizing or performing silicone column chromatography to obtain a pure product. The seed germination method for a petri dish is used to determine the growth damage symptoms of rice barnyardgrass roots and stems under cultivations of cis-p-mentha-1,8-secondary amine compounds having different concentrations to evaluate the herbicidal activity of the compounds. The method of the present invention has simple process, mild conditions, fast speed, high yield, and wide substrate applicability. The product cis-p-mentha-1,8-secondary amine compound has good inhibition effect on the growth of rice barnyardgrass roots and stems.
Inventors:
XU SHICHAO (CN)
ZHAO ZHENDONG (CN)
ZENG XIAOJING (CN)
WANG JING (CN)
DONG HUANHUAN (CN)
ZHANG HONGMEI (CN)
CHEN YUXIANG (CN)
BI LIANGWU (CN)
ZHAO ZHENDONG (CN)
ZENG XIAOJING (CN)
WANG JING (CN)
DONG HUANHUAN (CN)
ZHANG HONGMEI (CN)
CHEN YUXIANG (CN)
BI LIANGWU (CN)
Application Number:
PCT/CN2020/086219
Publication Date:
December 10, 2020
Filing Date:
April 22, 2020
Export Citation:
Assignee:
RESEARCH INSTITUTE OF FORESTRY NEW TECH CAF (CN)
INST CHEMICAL IND FOREST PRODUCTS CAF (CN)
INST CHEMICAL IND FOREST PRODUCTS CAF (CN)
International Classes:
C07C211/29; A01N33/04; A01N33/10; A01N43/08; A01N43/10; A01N43/36; A01N43/40; A01P13/00; C07C211/27; C07C211/49; C07C217/58; C07C323/32; C07D207/335; C07D213/38; C07D307/52; C07D307/56; C07D333/20
Foreign References:
| CN110128277A | 2019-08-16 | |||
| CN106518725A | 2017-03-22 | |||
| CN105968037A | 2016-09-28 |
Other References:
HUMBER, L. G. ET AL.: "The Relationship between Structure and Activity in a Novel Series of Serum Cholesterol-Lowering Agents", J. MED. CHEM., vol. 9, no. 3, 1 May 1966 (1966-05-01), pages 334, 335, XP002950247, ISSN: 0022-2623, DOI: 10.1021/jm00321a015
HUMBER, L. G. ET AL.: "The Relationship between Structure and Activity in a Novel Series of Serum Cholesterol-Lowering Agents", J. MED. CHEM., vol. 9, no. 3, 1 May 1966 (1966-05-01), pages 329, XP002950247, ISSN: 0022-2623, DOI: 10.1021/jm00321a015
HUMBER, L. G.: "Agents Affecting Lipid Metabolism. XII. N, N'-Disubstituted Cyclohexane-1, 4-bis(methylamines", J. MED. CHEM., vol. 7, no. 6, 1 November 1964 (1964-11-01), pages 826, XP002404170, ISSN: 0022-2623, DOI: 10.1021/jm00336a043
HUMBER, L. G. ET AL.: "The Relationship between Structure and Activity in a Novel Series of Serum Cholesterol-Lowering Agents", J. MED. CHEM., vol. 9, no. 3, 1 May 1966 (1966-05-01), pages 329, XP002950247, ISSN: 0022-2623, DOI: 10.1021/jm00321a015
HUMBER, L. G.: "Agents Affecting Lipid Metabolism. XII. N, N'-Disubstituted Cyclohexane-1, 4-bis(methylamines", J. MED. CHEM., vol. 7, no. 6, 1 November 1964 (1964-11-01), pages 826, XP002404170, ISSN: 0022-2623, DOI: 10.1021/jm00336a043
Attorney, Agent or Firm:
NANJING RUIHONG PATENT & TRADEMARK AGENCY (ORDINARY PARTNERSHIP) (CN)
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