2-pyrimindinyloxy (pyrimindinylthio) benzoxy acetamide compound and application thereof

A technology of acetamide and benzoic acid, which is applied in the field of 2-pyrimidinyloxybenzoic acid acetamide compounds, and can solve the problems that do not involve 2-pyrimidinyloxy (thio) benzoic acid acetamide compounds and the like

Active Publication Date: 2008-10-08
SHENYANG SINOCHEM AGROCHEMICALS R&D CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] None of the prior art relates to 2-pyrimidinyl oxygen (thio)

Method used

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  • 2-pyrimindinyloxy (pyrimindinylthio) benzoxy acetamide compound and application thereof
  • 2-pyrimindinyloxy (pyrimindinylthio) benzoxy acetamide compound and application thereof
  • 2-pyrimindinyloxy (pyrimindinylthio) benzoxy acetamide compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example

[0106] Synthesis of compound 1:

[0107]

[0108] Add 4,6-dimethoxy-2-methanesulfonyl pyrimidine 7 grams (0.036 moles), methyl salicylate 6 milliliters (0.047 moles), potassium carbonate 6 grams (0.043 mol), N, N-dimethylformamide 100 ml. After stirring and reacting at 110-130°C for 4 hours, it was cooled to room temperature, and 200 ml of ethyl acetate and 180 ml of water were added to the reaction solution for extraction. The organic phase was washed successively with 50 milliliters of 1% dilute hydrochloric acid, 50 milliliters of saturated sodium bicarbonate, 3 × 50 milliliters of saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and the residue obtained after precipitation was subjected to silica gel column chromatography (petroleum ether / ethyl acetate=5 / 1) to obtain 8.35 g of methyl 2-(4,6-dimethoxy-2-pyrimidinyloxy)benzoate.

[0109]

[0110] Add 2.93 grams (0.01 moles) of 2-(4,6-dimethoxy-2-pyrimidinyloxy) methyl benzoate, 50 millilite...

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Abstract

The invention discloses 2-pyridine-oxyl(sulfide)benzoyloxy acetamide compound with general formula(I); wherein X is H or S; R1 is H, halogen, or 4,6-dimethoxy pyrimidine-2- radicel; R2 is H or alkyl from C1-C6; R3 is alkyl from C1-C6, phenyl, substituted phenyl, alkyl from C1-C3, or pyrimidyl substituted with alkoxy from C1-C3; R4 is H or alkyl from C1-C6. When both R3 and R4 are alkyls, nitrogen atoms of R3 and R4, which can be connected at the same time, develop into a five-membered ring or a hexatomic ring whose 1-2 carbon atoms can be substituted by oxygen atom and nitrogen atom. The compound (I)is of activity in weeding and is safe to crops like soybean, cotton, earthnut, cole, corn, etc.

Description

technical field [0001] The invention belongs to the field of herbicides, and in particular relates to a 2-pyrimidinyloxy (thio) benzoyl acetamide compound and 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, people's awareness of ecological environment protection has been continuously strengthened. The emphasis on the issue of whereabouts continues to increase. With the gradual reduction of the world's arable land, the continuous growth of the population and the increase in the demand for food, people are forced to rapidly develop agricultural production technology, improve and improve the farming system, and need to continuously invent new and improved herbicidal compounds and compositions. [0003] EP223406 reported that certain 2-pyrimidinyloxybenzoate compounds have herbicidal activity and are safe to peanuts and sunflowers. [0004] No 2...

Claims

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Application Information

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IPC IPC(8): C07D239/60A01N43/54A01P13/00
Inventor 李斌冀海英崔东亮蓝玉明袁静
Owner SHENYANG SINOCHEM AGROCHEMICALS R&D CO LTD
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