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A kind of preparation method of isoxazole compound

A kind of isoxazole compound and compound technology, applied in the field of preparation of isoxazole compound, can solve the problems of low purity, high yield and high cost

Active Publication Date: 2017-07-07
NUTRICHEM LAB CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0008] The purpose of this invention is to provide a kind of preparation method of the isoxazole compound shown in formula (2), the method of the present invention can overcome the low purity when adopting the method of prior art to prepare the isoxazole compound shown in formula (2) , long reaction time, high cost and low yield, the method of the present invention can prepare the isoxazole compound shown in formula (2) without using an acid-binding agent, and has high purity and short reaction time. Advantages of short and high yield

Method used

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  • A kind of preparation method of isoxazole compound
  • A kind of preparation method of isoxazole compound
  • A kind of preparation method of isoxazole compound

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preparation example Construction

[0030] The invention provides a preparation method of an isoxazole compound, the isoxazole compound is a compound represented by formula (2), and the method comprises: in the presence of an organic solvent, mixing the compound represented by formula (1) with water contact with hydroxylamine,

[0031]

[0032] Among them, R in formula (1) 1 , R 2 and R 3 Respectively with R in formula (2) 1 , R 2 and R 3 same, and R 1 is halogen, C 1 -C 6 Hydrocarbyl and C 1 -C 3 One of the halogenated hydrocarbon groups; R 2 One of nitro, methylthio, methylsulfonyl, methylsulfinyl and halogen; R 3 for C 1 -C 6 Alkyl and C 3 -C 6 one of the cycloalkyl groups;

[0033] L in formula (1) is -OR 4 or -N(R 4 ) 2 , and R 4 for C 1 -C 3 of alkyl.

[0034] In the present invention, it should be noted that when L in the formula (1) is -N(R 4 ) 2 , two R 4 same or different, can each independently be C 1 -C 3 One of the alkyl groups.

[0035] Preferably, in the method of t...

Embodiment 1

[0063] This example 1 is used to illustrate the preparation method of the isoxazole compound represented by the formula (2) of the present invention, specifically:

[0064] In the presence of an organic solvent, the compound shown in 0.25mol formula (1), water and hydroxylamine are reacted (wherein, the reaction temperature and the reaction time at this place are listed in the column of "first contact" in Table 3, below same). When the conversion rate of the compound represented by the formula (1) is found to be above 99.0% by HPLC detection, the reaction is stopped. Add 300ml of water to the resulting reaction mixture, lower the temperature to below minus 5°C, and when the precipitated product no longer increases, filter to obtain the compound shown in formula (2).

[0065] Wherein, the situation and the amount of each substituent in the compound shown in the formula (1) described in this embodiment are listed in Table 2, the relevant conditions of the described reaction are...

Embodiment 2

[0073] This embodiment is used to illustrate the preparation method of the isoxazole compound represented by the formula (2) of the present invention, specifically:

[0074] In the presence of an organic solvent, 0.25 mol of the compound represented by the formula (1), water and hydroxylamine are reacted. When the conversion rate of the compound represented by the formula (1) is found to be above 99.0% by HPLC detection, the reaction is stopped. Add 300ml of water to the resulting reaction mixture, lower the temperature to below minus 5°C, and when the precipitated product no longer increases, filter to obtain the compound shown in formula (2).

[0075] Wherein, the situation and the amount of each substituent in the compound shown in the formula (1) described in this embodiment are listed in Table 2, the relevant conditions of the described reaction are listed in Table 3, the obtained formula (2) The yield and purity of the indicated compounds are listed in Table 4.

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Abstract

The present invention belongs to the field of chemical synthesis, and discloses an isoxazole compound represented by a formula (2). The method comprises that: in the presence of an organic solvent, a compound represent by a formula (1) contacts water and hydroxylamine. With the method of the present invention, the high-purity and high-yield isoxazole compound represented by the formula (2) can be prepared without use of an acid-binding agent. The formulas (1) and (2) are defined in the instruction.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, and in particular relates to a preparation method of an isoxazole compound represented by formula (2). [0002] Background technique [0003] The earliest report on the use of isoxazole compounds as herbicides was the patent application EP0418175 of Rhone-Planck Agriculture Co., Ltd. in 1990. In 1992, the company specifically mentioned benzoyl isoxazole in the patent application EP0527036 Existence as a new herbicide. In particular, isoxaflutole, as a broad-spectrum herbicide, is not only effective against grass weeds such as crabgrass, barnyardgrass, giant foxtail, and foxtail, as well as velvetleaf, purslane, quinoa, black nightshade, cocklebur, Broad-leaved weeds such as amaranth and water spiny have very good biological activity, and have the advantages of safety, less residue, good compatibility with the environment and ecology, and high safety for corn and sugar beet crops. Therefore,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D261/08
CPCC07D261/08
Inventor 闫涛赵永长李衍强陈建伟池剑鸿邓旭芳王文军吴少祥
Owner NUTRICHEM LAB CO LTD
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