Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

A kind of naphthalene sulfonamide compound and its preparation method and its application in regulating plant growth activity

The technology of amidation reaction and compound is applied in the application field of naphthalenesulfonamide compound and its preparation, and plant growth regulation activity, can solve the problem of high production cost, achieve simple structure, excellent plant growth regulation activity, and simple preparation method workable effect

Active Publication Date: 2019-12-20
CHINA AGRI UNIV
View PDF10 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to high production costs, rapid metabolic inactivation in plants and photoisomerization inactivation of the 2-cis double bond in the side chain, abscisic acid has not been widely used in agricultural production.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A kind of naphthalene sulfonamide compound and its preparation method and its application in regulating plant growth activity
  • A kind of naphthalene sulfonamide compound and its preparation method and its application in regulating plant growth activity
  • A kind of naphthalene sulfonamide compound and its preparation method and its application in regulating plant growth activity

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0065] Embodiment 1, the preparation of ((4-bromonaphthalene-1-yl) sulfonyl) serine methyl ester (compound 9)

[0066] Weigh 1.6g (10mmol) serine methyl ester, add 30mL solvent CH 2 Cl 2 , the catalyst 4-dimethylaminopyridine of 3.06g (10mol) 4-bromonaphthalene-1-sulfonyl chloride and catalytic amount (being 0.03% of 4-bromonaphthalene-1-sulfonyl chloride molar consumption), ice-water bath is cooled to 0 ℃ . Add 3.0 g (0.03 mol) of Et dropwise to the above solution at a rate of 1 ml / min 3 The amidation reaction was carried out overnight at 0°C under N, and the progress of the reaction was monitored by TLC. After the reaction was finished, the white solid was removed by suction filtration, and the column was carried out after the mother liquor was suspended and evaporated. 10 times of that, the obtained product is confirmed by structure (see compound 9 in Table 1 for relevant data), and it is the target product ((4-bromonaphthalene-1-yl)sulfonyl)serine methyl ester whose st...

Embodiment 2

[0067] Embodiment 2, the preparation of ((4-bromonaphthalene-1-yl) sulfonamide) serine (compound 10)

[0068] Weigh 1.7g (4.4mmol) of ((4-bromonaphthalene-1-yl)sulfonyl)serine methyl ester prepared in Example 1, add 20mL LiOH aqueous solution (containing 3.0g (71.6mmol) LiOH) and 60mL methanol, and heat to reflux The carboxyl group deprotection reaction was carried out at 70°C, and the progress of the reaction was monitored by TLC. After 12 hours of reaction, the pH value was adjusted to 4.0 with 1N hydrochloric acid, and the methanol was removed by suspension evaporation. with 50mLCH 2 Cl 2 The solution after suspension evaporation was extracted 3 times, and the organic phase was kept. Anhydrous Na for organic phase 2 SO 4 After drying overnight, the mother liquor was collected by suction filtration, and the mother liquor was suspended and evaporated to obtain a white solid. The obtained product is confirmed by structure (see compound 10 in Table 1 for relevant data), a...

Embodiment 3

[0075] Embodiment 3, compound improves the biological activity determination of cold tolerance of rice (Nihonbare, purchased from the rice group of the Agricultural College of China Agricultural University)

[0076] Spray the seedling tray wet, sprinkle a little vermiculite (water-absorbing, moisturizing) in the hole as a bedding, then spray water, sow, pay attention to the root facing down, touching the bottom of the tray, and the bud facing upward, then sprinkle vermiculite to bury the seeds, every 30 seeds were treated with 5 repetitions. Spray with water again to keep hydrated. Sprinkle more vermiculite to prevent premature evaporation of water. After the sowing, the bottom of the tray was covered with shallow water (a nutrient solution with a concentration of 30% by mass, see Table 3 for specific components). Spray the seedling trays with water daily to keep them hydrated. The seedling trays were cultivated in an artificial greenhouse at 20-30°C, 16 hours of light, 8 h...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a naphthalene sulfonamide type compound, a preparation method thereof and an application thereof for regulating plant growth activity. A general formula of a structure of the naphthalene sulfonamide type compound provided by the invention is shown in formula I. The naphthalene sulfonamide compound type provided by the invention is simple in structure, has excellent plant growth regulation activity, and the preparation method thereof is simple and feasible, facilitating for large-scale production.

Description

technical field [0001] The invention belongs to the field of plant growth regulators, and in particular relates to a naphthalenesulfonamide compound, a preparation method thereof and an application in regulating plant growth activity. Background technique [0002] Abscisic acid is an important endogenous plant hormone with a sesquiterpene structure, which plays an important role in plant physiological processes such as the formation of plant abscission, induction of dormancy, inhibition of germination, promotion of organ aging and shedding, and enhancement of stress resistance Therefore, the rational utilization of abscisic acid is of great significance to promote the increase of crop yield, increase income and improve crop varieties. However, due to high production costs, rapid metabolic inactivation in plants and photoisomerization inactivation of the 2-cis double bond in the side chain, abscisic acid has not been widely used in agricultural production. Therefore, functio...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07D207/48C07D209/20C07C303/38C07C311/19C07C311/20A01N43/36A01N43/38A01N41/06A01P13/00A01P21/00
CPCA01N41/06A01N43/36A01N43/38C07C303/38C07C311/19C07C311/20C07D207/48C07D209/20
Inventor 段留生于春欣刘少金胡堂路周于毅李召虎
Owner CHINA AGRI UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com