A kind of synthetic method of 2,6-dibromo-4-cyanophenol

A synthetic method, the technology of cyanophenol, applied in 2 fields, can solve the problems of poor environmental protection, low yield, complicated operation, etc., and achieve the effect of low cost, high product yield and simple steps

Active Publication Date: 2018-01-16
QUZHOU YINGTE HIGH MOLECULAR MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The object of the present invention is to provide a kind of synthetic method of 2,6-dibromo-4-cyanophenol, which solves the problem of low yield, complex operation and The problem of poor environmental protection

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Add 4g (0.034mol) of p-cyanophenol, 9.18g (0.034mol) of potassium persulfate and 7.6g (0.074mol) of sodium bromide into a 100mL round-bottomed flask, add 60mL of 50% ethanol aqueous solution, stir, and store at 50°C Reacted for 4 hours, after the reaction was over, filtered, washed the filter cake with water, and dried to obtain the product 2,6-dibromo-4-cyanophenol, which was a white solid with a yield of 92% and a purity of 98% by HPLC. Bruker AV-400 nuclear magnetic resonance spectrometer is used for nuclear magnetic resonance testing. The measurement conditions are: the separated and purified product is dissolved in deuterated chloroform for testing. The analysis results are: 1 H NMR (400MHz, CDCl 3 )δ 7.78(s, 2H), 6.38(s, 1H); 13 C NMR (100MHz, CDCl 3 )δ153.59, 135.65, 116.21, 110.41.106.55.

Embodiment 2

[0023] Add 4g (0.034mol) p-cyanophenol, 9g (0.037mol) sodium persulfate and 10.1g (0.085mol) potassium bromide to a 100mL round bottom flask, add 40mL of 50% methanol aqueous solution, stir, and irradiate under ultraviolet light React for 8 hours. After the reaction, filter, wash the filter cake with water, and dry to obtain the product 2,6-dibromo-4-cyanophenol, which is a white solid with a yield of 94% and a purity of 98% by HPLC.

Embodiment 3

[0025] Add 4g (0.034mol) p-cyanophenol, 31g (0.136mol) ammonium persulfate and 39g (0.272mol) cuprous bromide in 100mL round bottom flask, add N,N-dimethylformamide 80mL, stir, React at 30°C for 10 hours. After the reaction, filter, wash the filter cake with water, and dry to obtain the product 2,6-dibromo-4-cyanophenol, which is a white solid with a yield of 95.2% and an HPLC purity of 97.6%. .

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PUM

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Abstract

The invention provides a method for synthesizing 2, 6-dibromo-4-cyanophenol. The method includes a particular operation step of carrying out reaction on 4-cyanol phenol and bromine such as sodium bromine and potassium bromine in air or nitrogen atmosphere in the presence of persulfate and solvents under heating or illumination conditions. The method has the advantages that the method is safe and reliable, is high in yield, free of pollution and easy to implement, is an environment-friendly chemical process and can be used for preparing the 2, 6-dibromo-4-cyanophenol, and reaction conditions are mild.

Description

technical field [0001] The invention relates to the technical field of chemical industry, in particular to a synthesis method of 2,6-dibromo-4-cyanophenol. Background technique [0002] 2,6-dibromo-4-cyanophenol, also known as bromoxynil, this compound and its octanoate, sodium salt, potassium salt and other forms are widely used as contact herbicides for selective post-emergent stem and leaf treatment. It is mainly absorbed by the leaves, and rapidly causes tissue necrosis by inhibiting the various processes of photosynthesis. It is suitable for crop fields such as wheat, barley, rye, corn, sorghum, flax, etc. to control broad-leaved weeds Polygonum, quinoa, amaranth, syringa, black nightshade, cocklebur, Maijiagong, pigskin, field bindweed , buckwheat vine and other annual dicotyledonous weeds. Bromoxynil is stable in storage and generally does not react with other herbicides. In addition to being used alone, it can also be mixed with a variety of herbicides to expand th...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C255/53C07C253/30
CPCC07C253/30C07C255/53
Inventor 夏吾炯刘强郭小忠冯永胜徐景祥章丽袁鹏
Owner QUZHOU YINGTE HIGH MOLECULAR MATERIAL CO LTD
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