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Isoxadifen-ethyl with few impurities and preparation method of ethyl isoxadifen-ethyl

A technology of ethyl bisoxazole and impurities, applied in the field of ethyl bisoxazole and its preparation, can solve problems such as being unsuitable for large-scale industrial production, low reaction safety, harsh reaction conditions and the like

Inactive Publication Date: 2021-07-20
HEBEI GUZHIRUN TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] In the above synthetic route two, the synthetic route of the raw material ethyl nitroacetate is complicated, the reaction time is long, the reaction conditions are harsh, and it needs to be operated in a closed environment, and the reaction safety is not high, so it is not suitable for large-scale industrial production

Method used

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  • Isoxadifen-ethyl with few impurities and preparation method of ethyl isoxadifen-ethyl
  • Isoxadifen-ethyl with few impurities and preparation method of ethyl isoxadifen-ethyl
  • Isoxadifen-ethyl with few impurities and preparation method of ethyl isoxadifen-ethyl

Examples

Experimental program
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Effect test

Embodiment 1

[0060] Add ethanol to the reddish-brown solid product obtained in the above comparative example, stir at 15-20°C for 3 hours, then cool down to crystallize, filter, wash the filter cake with a small amount of ethanol, and dry at 50-55°C to obtain a slightly yellow solid. The determination was carried out by high performance liquid chromatography under the same conditions as described in the comparative examples. It is measured that the content of the impurity compound represented by the above formula (II) in the solid is less than 0.5% by weight.

Embodiment 2

[0062]Prepare with reference to Examples 5 and 6 of US2016060223A1. After obtaining the reaction product containing a reddish-brown oil layer, add 3 to 10 times the weight of ethanol to it and heat up to reflux for 0.5 hours, then cool down to below 15°C to crystallize for 1 hour, filter, filter The cake was washed with a small amount of ethanol and dried at 50-55°C to obtain a white solid. The determination was carried out by high performance liquid chromatography under the same conditions as described in the comparative examples. It is measured that the content of the impurity compound represented by the above formula (II) in the solid is less than 0.2% by weight.

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Abstract

The invention relates to isoxadifen-ethyl with low content of impurity compounds shown in a formula (II), a preparation method of the isoxadifen-ethyl, a quantitative method of the compound shown in the formula (II), and application of the compound shown in the formula (II) as a standard substance to control the quality of the isoxadifen-ethyl.

Description

technical field [0001] The invention relates to ethyl isoxadifen with few impurities and a preparation method thereof. Background technique [0002] Ethyl isoxadifen, the molecular formula is C 18 h 17 NO 3 , the chemical structure is as follows (I): [0003] [0004] Ethyl isoxadifen is a herbicide safener, which can not only improve the drug resistance of crops, but also reduce the phytotoxicity of herbicides to crops. It has the advantages of high efficiency, low toxicity, and environmental friendliness. Its market demand is increasing Increase. [0005] There are three following synthetic routes of ethyl isoxadifen that have been reported in the literature. [0006] Synthetic route one (see patent document DE 4331448 A1): [0007] [0008] The reaction risk of above-mentioned synthesis route 1 is high, is difficult to operate, and reactant ethyl chlorooximyloacetate is a highly allergenic substance, and a large amount of hydrogen chloride will be released in ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D261/04G01N30/02G01N30/06G01N30/74
CPCC07D261/04G01N30/02G01N30/06G01N30/74
Inventor 郭红永张志虎宋海文刘海龙崔德保褚倩倩王旭皓
Owner HEBEI GUZHIRUN TECH CO LTD
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