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Phenyl pyrazoline derivative or salt, composition and application thereof

A technology of phenylpyrazoline and its derivatives, which is applied in the field of pesticides, can solve the problems of unsatisfactory herbicidal activity and inability to simultaneously kill bacteria and weeds, and achieve the best control effect, good selectivity and safety, Good activity and selective effect

Pending Publication Date: 2022-03-01
HAILIR PESTICIDES & CHEM GRP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, the biologically active compounds with phenylpyrazoline structure have been described in patents with publication numbers CN1292791A and CN1355806A, but their herbicidal activity after plant emergence may not be very satisfactory, and neither can simultaneously have bactericidal , Herbicidal activity

Method used

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  • Phenyl pyrazoline derivative or salt, composition and application thereof
  • Phenyl pyrazoline derivative or salt, composition and application thereof
  • Phenyl pyrazoline derivative or salt, composition and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0099] Synthesis of Compound 10:

[0100]

[0101]

[0102] Add intermediate 1 (3.16g, 10mmol) and acetonitrile (30ml) to the reaction flask, add intermediate 2 (1.98g, 10mmol) under stirring at 10°C, stir the reaction at 10°C, add triethylamine (2eq), TLC Follow up the reaction (ethyl acetate:petroleum ether=1:1, GF254, UV color development), after the reaction is complete, spin out the solvent, and purify the compound by column chromatography to obtain the target compound 10, a white solid powder, melting point: 126-128°C ; 1 H-NMR (CDCl 3 -d 6 ,500MHz)δ:6.88(s,2H),4.31-4.28(m,2H),4.05-4.00(t,2H),3.96-3.93(t,2H),3.92-3.89(m,4H),2.78- 2.73(t,2H),2.59-2.52(m,2H),2.48-2.43(m,2H),2.29-2.25(s,6H),1.99-1.93(s,2H),1.79-1.74(s,2H ), 1.13-1.08(m,6H).

Embodiment 2

[0104] Synthesis of Compound 11:

[0105]

[0106] Add intermediate 1 (3.16g, 10mmol) and acetonitrile (30ml) to the reaction flask, add intermediate 3 (2.52g, 10mmol) under stirring at 10°C, stir the reaction at 10°C, add triethylamine (2eq), TLC Follow up the reaction (ethyl acetate:petroleum ether=1:1, GF254, UV color development), after the reaction is complete, spin out the solvent, and purify the compound by column chromatography to obtain the target compound 11, a white solid powder, melting point: 138-141°C ; 1 H-NMR (CDCl 3 -d 6 ,500MHz)δ:6.87(s,2H),4.33-4.30(t,2H),4.06-4.02(t,2H),3.95-3.92(t,2H),3.67-3.63(m,4H),2.72- 2.68(t,2H),2.67-2.63(m,4H),2.53-2.49(s,3H),1.97-1.93(m,2H),1.77-1.74(m,2H),1.15-1.11(m,6H ).

Embodiment 3

[0108] Synthesis of Compound 12:

[0109]

[0110] Add intermediate 1 (3.16g, 10mmol) and acetonitrile (30ml) to the reaction flask, add intermediate 4 (2.40g, 10mmol) under stirring at 10°C, stir the reaction at 10°C and add triethylamine (2eq), TLC Follow up the reaction (ethyl acetate:petroleum ether=1:1, GF254, UV color development), after the reaction is complete, spin out the solvent, and purify the compound by column chromatography to obtain the target compound 12, a light yellow solid powder, melting point: 133-136 ℃; 1 H-NMR (CDCl 3 -d 6 ,500MHz)δ:6.88(s,2H),4.35-4.31(t,2H),4.05-4.01(t,2H),3.93-3.90(t,2H),3.68-3.64(m,4H),2.73- 2.69(t,2H),2.67-2.63(m,4H),2.54-2.50(s,3H),1.98-1.93(m,2H),1.78-1.74(m,2H),1.26-1.22(s,9H ), 1.16-1.11(m,6H).

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PUM

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Abstract

The invention belongs to the field of pesticides, and particularly relates to a substituted phenyl pyrazoline derivative or a pesticide acceptable salt, a composition and application of the substituted phenyl pyrazoline derivative or the pesticide acceptable salt, the compound has a structure shown in a formula (I), and all groups in the formula are defined in the specification. According to the compound disclosed by the invention, a substituted pyrazole group is introduced on the basis of the structure of a phenyl pyrazoline derivative, and the compound which can be used as a herbicide and / or a bactericide is developed and obtained and has very outstanding biological activity and crop safety.

Description

technical field [0001] The invention belongs to the technical field of pesticides, and in particular relates to a phenylpyrazoline derivative or its salt and composition, and relates to the use of these compounds or their salt and composition as herbicides. Background technique [0002] With the improvement of agricultural production level, people are more and more aware of the important role of herbicides, insecticides, fungicides and other drugs. At present, chemical herbicides, insecticides or fungicides have been widely used, such as corn, soybean, cotton, wheat and Herbicides, insecticides, fungicides and other drugs are often used in the cultivation of rice and other crops. Although there are many kinds of herbicides, insecticides, and fungicides used in the agricultural production process, due to the continuous emergence of problems such as resistance to plant diseases, insect pests, weeds, drug efficiency, and use costs, it is still necessary to target pesticides, in...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D519/00A01N43/90A01P13/00
CPCC07D519/00A01N43/90A01P13/00C07D498/04
Inventor 葛尧伦杨春河邢阳阳刘明东马娥李建国杨庆亮黄宝雷
Owner HAILIR PESTICIDES & CHEM GRP
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