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Preparation method of flumioxazin

A technology of flumechlor propargyl and difluoronitrobenzene, which is applied in the field of preparation of flumechlor propargyl, can solve the problems of high cost, low purity, and many by-products of flumecil propargyl, and achieve environmental pollution Small size, low cost of raw materials, and less by-products

Inactive Publication Date: 2014-08-06
HEILONGJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The present invention aims to solve the technical problems of high cost, low yield, low purity, many by-products and serious pollution in the current preparation method of flumechlor propargyl, and provides a method for preparing flumecil propargyl

Method used

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specific Embodiment approach 1

[0015] Specific implementation mode one: the present implementation mode is a kind of preparation method of diflufenamide, specifically according to the following steps:

[0016] 1. Synthesis of methyl 2-(5-fluoro-2-nitrophenoxy)acetate: Add 2,4-difluoronitrobenzene, sodium metal and THF together into a four-necked flask and stir Add methyl glycolate dropwise, then raise the temperature from room temperature to 65°C, reflux and stir at 65°C for 5h, distill off the solvent to obtain solid I, wash solid I with water, and then recrystallize with ethanol as a solvent to obtain 2-(5-fluoro -2-nitrophenoxy) methyl acetate; the volume ratio of the amount of the 2,4-difluoronitrobenzene to THF is 1mol: (1.3L~1.7L); the 2, The ratio of the amount of substance of 4-difluoronitrobenzene and sodium metal is 1: (1.8~2); the ratio of the amount of substance of 2,4-difluoronitrobenzene and methyl glycolate is 1 :(1.8~2);

[0017] 2. Synthesis of 7-fluoro-2H-1,4-benzoxazin-3(4H)-one: Add ir...

specific Embodiment approach 2

[0023] Specific embodiment 2: The difference between this embodiment and specific embodiment 1 is that: in the step 1, the solvent is evaporated with a rotary evaporator. Others are the same as in the first embodiment.

specific Embodiment approach 3

[0024] Specific embodiment three: the difference between this embodiment and specific embodiment one or two is: 6-nitro-7-fluoro-2H-1,4-benzoxazine-3(4H The volume ratio of the amount of substance of )-ketone to THF is 1mol:5.5L. Others are the same as those in the first or second embodiment.

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Abstract

The invention relates to a preparation method of flumioxazin and aims at the technical problems of high cost, low yield, not high purity, more by-products and serious pollution in an existing preparation method of flumioxazin. The preparation method disclosed by the invention comprises the following steps: 1. synthesis of 2-(5-fluoro-2-nitrobenzene oxygroup) methyl acetate; 2. synthesis of 7-fluoro-2H-1,4-benzoxazine-3(4H)-ketone; 3. synthesis of 6-nitro-7-fluoro-2H-1,4-benzoxazine-3(4H)-ketone; 4. synthesis of 6-amino-7-fluoro-2H-1,4-benzoxazine-3(4H)-ketone; 5. synthesis of 2-(7-fluoro-3-oxy-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-group)-4,5,6,7-tetralin-1H-isobenzazole-1,3(2H)-diketone; and 6. synthesis of flumioxazin. The preparation method provided by the invention is mainly applied to the preparation of herbicides.

Description

technical field [0001] The present invention relates to a kind of preparation method of propargyl fluoride. Background technique [0002] Phthalimide herbicides have become the most popular type of herbicides due to their advantages of high efficiency, low dose, low residue, rapid degradation, strong selectivity, safety to non-target organisms, and no pollution to the environment. Flurafen propargyl is a N-phenylphthalimide herbicide discovered and developed by Sumitomo Chemical Industry Co., Ltd., Japan. It is a selective pre-emergence and post-emergence broad-spectrum herbicide for soybeans. At present, there are relatively few domestic reports on flumechlor propargyl and there are technical difficulties in some synthetic steps. Currently, the literature reports mainly include the following three synthetic routes: [0003] 1. Using 2-nitro-5-fluorophenol as the starting material, etherification with ethyl bromoacetate, ring closure with ferric acid reduction, nitration wi...

Claims

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Application Information

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IPC IPC(8): C07D413/04
CPCC07D413/04
Inventor 高尚于颖慧侯广峰高金胜
Owner HEILONGJIANG UNIV
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