Unlock instant, AI-driven research and patent intelligence for your innovation.

A kind of triazolopyrimidine compound and its synthesis and application

An azolopyrimidine and compound technology, which is applied in the field of triazolopyrimidine compounds to achieve the effect of excellent prevention effect

Inactive Publication Date: 2017-02-01
HUAZHONG NORMAL UNIV
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Therefore, it is particularly important to design new inhibitor small molecules against the W574L mutant AHAS enzyme, but no such new inhibitor small molecules have been used in the field of herbicides

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 triazolopyrimidine compound and its synthesis and application
  • A kind of triazolopyrimidine compound and its synthesis and application
  • A kind of triazolopyrimidine compound and its synthesis and application

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0030] The present invention also provides a preparation method for the compound represented by the formula (1), which may include: hydrolyzing the compound represented by the formula (4) in a mixed aqueous solution of sulfuric acid and acetic acid, and the hydrolysis reaction makes the compound represented by the formula (4) The-COOC 2 h 5 The group is converted into a -COOH group;

[0031]

[0032] In formula (4), R 1 , R 2 , R 3 , R 4 and R 5 The groups represented respectively are the same as R in the formula (1) 1 , R 2 , R 3 , R 4 and R 5 The groups represented are the same.

[0033] Wherein, the conditions of the hydrolysis reaction may include: contacting the compound of the structure shown in formula (4) with a mixed aqueous solution of sulfuric acid and acetic acid, based on 1 mol of the compound of the structure shown in formula (4), the amount of the mixed aqueous solution It is 2-15ml, preferably, the consumption of described mixed aqueous solution ...

Embodiment 1-34

[0084] Examples 1-34 are used to illustrate the preparation method of the triazolopyrimidine compounds of the present invention.

[0085] (I): Synthesis of compounds with structures shown in formula (4):

[0086]

[0087] 0.1 mol of the compound shown in the formula (2) (that is, in the structure shown in the formula (2), R 4 and R 5 The represented group is the same as the group specifically listed in Table 1) was dissolved in 20ml toluene to obtain a solution, and the solution was contacted and reacted with sodium hydride according to the conditions listed in Table 2 under the condition of an ice-water bath, and after 60 minutes of reaction Make this reaction mixture respectively with the compound of structure shown in formula (3) (that is, in the structure shown in described formula (3), R 1 , R 2 and R 3 Represented group is the same as the group specifically enumerated in table 1), and carries out reflux reaction according to the reaction conditions listed in table...

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

A triazolpyrimidine compound is characterized by being structured as the formula (I), wherein R1, R2, R3 are individually hydrogen, trifluoromethyl, alkyl being 1-5 in carbon number, substituted or non-substituted phenyl, substituted or non-substituted furyl, substituted or non-substituted thienyl, substituted or non-substituted pyrrolyl or halogen; R4 is hydrogen, methyl, trifluoromethyl, substituted or non-substituted phenyl or nitryl; and R5 is hydrogen, halogen, methyl, trifluoromethyl, nitryl, tert-butyl or substituted or non-substituted phenyl.

Description

technical field [0001] The invention relates to a triazolopyrimidine compound, a synthesis method and an application of the compound. Background technique [0002] Acetohydroxyacid synthase (AHAS) is an agronomically important target enzyme. At present, many herbicides exert their herbicidal activity by inhibiting AHAS. There are more than 50 commercial varieties of AHAS inhibitors, including sulfonylureas, sulfonamide triazolones, imidazolinones, triazolopyrimidines, and pyrimidine thiobenzoates. These herbicides have been favored by people for more than ten years because of their high efficiency and low toxicity. But precisely because of this frequent use, the problem of resistance to AHAS inhibitors has also emerged. Due to the single target of AHAS inhibitors, resistance develops very rapidly. Studies have shown that the substitution of one or more of the 6 amino acid sites in the conserved region of the gene encoding the AHAS catalytic subunit is one of the importan...

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): C07D487/04A01N43/90A01P13/00
CPCA01N43/90C07D487/04
Inventor 杨光富刘玉超陈琼席真牛聪伟
Owner HUAZHONG NORMAL UNIV