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

Sulfonylurea compound

A technology for sulfonylureas and compounds, applied in the field of organic compounds, can solve the problems of reduced herbicidal activity and selectivity, and achieve the effects of low residue, low residue and good selectivity

Inactive Publication Date: 2013-05-01
SHENZHEN UNIV
View PDF2 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] These compounds all have similar structural features, and the substituents on the aromatic ring have the form of single substitution or double substitution, but none of the substituents are at the para-position of the urea bridge. Due to the widespread use of this type of herbicide, resistance to Drug properties, herbicidal activity decreased, selectivity decreased

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
  • Sulfonylurea compound
  • Sulfonylurea compound
  • Sulfonylurea compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Synthesis of (2-methoxycarbonyl-4-nitro)phenyl tert-butyl sulfide

[0034] Take a 250mL round bottom flask, put it into an oil bath, set the temperature of the oil bath to 25°C, and 2 Under atmosphere, add 10mL DMSO, 2.4g KOH, stir, after 20min, add 6mL tert-butylmercaptan to the round bottom flask, and continue stirring for 30min. Add 7.84g of methyl 2-chloro-5-nitrobenzoate to the round bottom flask, set the temperature of the oil bath to 110°C after the addition is complete, a yellow solid is formed during the heating process, and react for 90 minutes after the temperature reaches 110°C . The heating was stopped, and the flask was cooled to room temperature, and there was a yellow-black solid at the bottom of the bottle. Add 150mL of water to the round bottom flask, a yellow solid precipitates, stir, filter with suction, wash with water to obtain a yellow solid, extract the filtrate with 2×200mL ethyl acetate, combine the ethyl acetate filtrate, and wash with 2×100...

Embodiment 2

[0043] Adopt existing method to prepare following sulfonylurea compounds:

[0044]

[0045] NMR hydrogen spectrum (TMS is internal standard, CDCl 3 is the solvent) shows that the compound contains 10 hydrogens, and the peak is assigned to 12.225 (s 1H SO 2 NH)8.330~8.353(m2HArH)8.384~8.407(m2HArH)7.310(s1HCONH)6.513(s1HArH)4.012(s3HOCH 3 ).

Embodiment 1 and 2

[0047] The herbicidal activity experiment of sulfonylurea compound A and B in embodiment 1 and 2:

[0048] Plant barnyardgrass seeds in the seed germination box, spray with 1ppm of A and B herbicides after 5 days of germination, the results show that the sulfonylurea compound with general formula (I) has high herbicidal activity, and the product meets the requirements of environmental friendliness .

[0049] Table 2 Herbicidal activity of target compounds 1 and 3

[0050]

[0051]

[0052] ++++ means that all the branches and leaves are scorched, and there are no new sprouts;

[0053] +++ indicates that the branches and leaves are withered and yellow, and there are no new sprouts;

[0054] ++ indicates that the branches and leaves are withered and yellow, and there are a small amount of newly sprouted leaves;

[0055] + means only a few branches and leaves are withered and yellow, and there are more new green branches and leaves

[0056] 0 There are more new green br...

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 relates to the technical field of organic compounds, and provides a sulfonylurea compound with the following general formula I (refer to the Specification). In the formula, R1 is at least one of hydroxyl, halogen atom, hydroxyl, amino, nitro, amide group and carboxyl, amino, dialkyl amino alkyl and alkane hydroxyl; R2 is any one of hydrogen, alkyl carbonyl oxygen and halogen atom; R3 and R4 are same or different alkoxy or halogen atoms; and X1, X2 and X3 are same or different N or CH. The sulfonylurea compound has the characteristics of higher weeding activity, good selectivity and low residue.

Description

technical field [0001] The invention belongs to the technical field of organic compounds, in particular to sulfonylurea compounds. Background technique [0002] At present, sulfonylurea compounds have been widely used in agriculture as herbicides, but long-term use has caused weeds to develop a certain degree of resistance. Therefore, it is of practical significance to design and synthesize new sulfonylurea compound herbicides with high efficiency, safety, low residue and high selectivity. [0003] There are many reports about sulfonylurea compound herbicides, such as U.S. Patent US5160365, US6228808, Chinese patents CN1080116A, CN1106393A, CN1702064A, CN1391440A, CN1569844A, CN1080116A, etc. all relate to sulfonylurea compounds, and their similar structures are as follows: [0004] [0005] These compounds all have similar structural features, and the substituents on the aromatic ring have the form of single substitution or double substitution, but none of the substitue...

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
IPC IPC(8): C07D239/47A01P13/00
CPCA01N47/36C07D239/47
Inventor 王明良杨海朋林小雄陈苗刘剑洪
Owner SHENZHEN 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