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Benzoate compounds and uses thereof

A technology of ester compounds and benzoic acid, which is applied in the fields of application, organic chemistry, animal repellent, etc., and can solve the problems of undisclosed alkyl acrylate compounds

Inactive Publication Date: 2011-04-27
中国中化股份有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But the alkyl acrylate compound containing benzoic acid group as shown in the present invention is not disclosed

Method used

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  • Benzoate compounds and uses thereof
  • Benzoate compounds and uses thereof
  • Benzoate compounds and uses thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Embodiment 1: the synthesis of compound 1:

[0041]

[0042] Add III-1 (11.6 grams, 0.032 moles, commercially available) and 150 milliliters of methylene chloride in 250 milliliters of reaction bottles, stir, add oxalyl chloride (6.1 grams, 0.048 moles), 2 drops of dimethylformamide , stirred at room temperature for 5 hours, and concentrated to obtain 11.0 g of acid chloride, which appeared as a yellow liquid (IV-1).

[0043]

[0044] Add II-1 ((0.39 g, 3.0 mmol), triethylamine (0.46 g), 5 ml of dichloromethane in a 50 ml reaction flask, add IV-1 (1.2 g, 3.2 mmol) dropwise under stirring and cooling ) and 10 milliliters of dichloromethane, added in about half an hour, and reacted for 6 hours at room temperature. After the reaction was completed, 100 milliliters of dichloromethane and 50 milliliters of water were added to the reaction solution for liquid separation, and the dichloromethane layer was used successively Wash with 100 ml of saturated aqueous sodium bi...

Embodiment 2

[0045] Embodiment 2: the synthesis of compound 4:

[0046]

[0047] Add III-1 (0.37 g, 1.0 mmol, commercially available) V-4 (0.2 g, 1.0 mmol) in a 50 ml reaction flask, 0.2 g of potassium carbonate, 10 ml of dimethylformamide, 40 °C and stirred for 1 hour. After completion of the reaction, add 100 milliliters of dichloromethane and 50 milliliters of water to the reaction solution, separate the layers, wash with water, dry the oil layer with anhydrous magnesium sulfate, concentrate, and use a silica gel column whose developing solvent is ethyl acetate:petroleum ether=1:3 After separation by chromatography, 0.38 g of light yellow oil (compound 4) was obtained.

[0048] Other compounds in Table 1 can be prepared by similar methods above.

[0049] Biotest example

[0050] Dissolve the original drug with acetone, and add it to a certain amount of water containing 0.1% Tween 80 according to the designed dose in Table 2 below to prepare a test solution of the compound at a cer...

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Abstract

The invention discloses a benzoate compound in the herbicide domain, which is displayed as general formula (I), wherein X is selected from NO2, Cl; R1 is selected from H, C1-C6 alkyl; R2 is selected from C1-C6 alkyl, C3-C6 olefin or C3-C6 alkynyl group and its stereomer. The compound of the invention has weeding activity to control monocotyledon and dicotyledonous plant of pre-emergence and after-emergence under lower agent quantity effectively, which possesses high weeding activity for forage weeds especially.

Description

technical field [0001] The invention belongs to the field of herbicides, and in particular relates to a benzoate compound and an application thereof. Background technique [0002] Due to the succession and change of weed populations and the emergence and rapid development of resistance to chemical pesticides; the strengthening of people's awareness of ecological environment protection and the awareness of chemical pesticide pollution, the impact of pesticides on non-target organisms, and the fate of pesticides in the ecological environment Pay attention to; the reduction of the world's cultivated land area and the increase in the demand for food due to population growth; the rapid development of agricultural production technology and the continuous improvement of farming systems, etc., need to continuously invent new and improved herbicidal compounds and compositions. [0003] Certain 2-(substituted aryl) alkyl acrylate compounds have been reported as herbicides (CN1749236A)...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/78A01N39/00
Inventor 李斌于春睿崔东亮于海波张弘徐龙鹤
Owner 中国中化股份有限公司
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