One-step synthetic method of p-(o-)hydroxybenzonitrile

A technology of hydroxybenzonitrile and methyl hydroxybenzoate, which is applied in the direction of organic chemistry, ammonia-carboxylic acid reaction preparation, etc., can solve the problems of increasing equipment investment, large amount of catalyst, and slow reaction process, so as to avoid reaction operation The cumbersome, cost-saving and environmental protection, the effect of improving production capacity

Active Publication Date: 2017-05-24
CHINA CATALYST HLDG CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] There are many synthetic methods of hydroxybenzonitrile, which can be divided into hydroxybenzoic acid dehydration ammoniation method, hydroxybenzaldehyde ammoniation method, diazonium salt method, p-cresol method and p-cresol sodium method according to different raw materials: Benzoic acid dehydration ammonification method usually obtains p-hydroxybenzonitrile by ammoxidation reaction of p-cresol in a fluidized bed. Although the process adopts a fluidized bed continuous reaction, under the reaction conditions, a higher The reaction temperature obtains a lower p-hydroxybenzonitrile yield, and the yield is only 50 to 65%, and the unsafety of the reaction system is increased due to the existence of oxygen in the reaction process
Hydroxybenzaldehyde ammonification method adopts p-hydroxybenzaldehyde and hydroxylamine

Method used

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  • One-step synthetic method of p-(o-)hydroxybenzonitrile
  • One-step synthetic method of p-(o-)hydroxybenzonitrile
  • One-step synthetic method of p-(o-)hydroxybenzonitrile

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Embodiment 1

[0021] A kind of one-step synthetic method of p-hydroxybenzonitrile, concrete steps are as follows: methyl p-hydroxybenzoate is dissolved in organic solvent methanol, and methanol and methyl p-hydroxybenzoate mass ratio are 4:1; The methanol solution of methyl formate is measured by a metering pump, and the raw ammonia gas is measured by a gas mass flow meter. The metered methyl p-hydroxybenzoate solution and ammonia gas are mixed through a material mixer and enter into a fixed bed filled with a catalyst through a pipeline. In the reactor, the reaction temperature is 350°C, the reaction pressure is 0.1Mpa (normal pressure); the space velocity of methyl p-hydroxybenzoate is 0.8h -1 , the mass ratio of ammonia to methyl p-hydroxybenzoate is 6:1. The reaction liquid reacted from the fixed bed reactor enters the gas-liquid separation tank after being condensed, and the liquid sample is taken for gas chromatography analysis. The specific results are shown in Table 1.

[0022] Desc...

Embodiment 2

[0029] The organic solvent used in Example 2 is 3-picoline, and others are the same as in Example 1. The specific results are shown in Table 1.

Embodiment 3

[0031] The organic solvent used in embodiment 3 is benzonitrile, and others are the same as embodiment 1, and the specific results are shown in table 1.

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Abstract

The invention discloses a one-step synthetic method of p-(o-)hydroxybenzonitrile. The one-step synthetic method comprises the following steps: dissolving methyl p-(o-)hydroxybenzoate in an organic solvent, and then putting dissolved methyl p-(o-)hydroxybenzoate together with free ammonia into a catalyst-loaded fixed bed reactor a through a pipeline to synthesize p-(o-)hydroxybenzonitrile through one step under the conditions that the reaction temperature is 250-550 DEG C and the reaction pressure is 0-1.0Mpa, wherein the mass ratio of the free ammonia to the methyl p-(o-)hydroxybenzoate is (2-10):1, the space velocity for the free ammonia and the methyl p-(o-)hydroxybenzoate to enter the fixed bed reactor together is 0.5-5.0h<-1>, and the catalyst is obtained by kneading active components including P2O5, CuO, SnO and MoO3 with a carrier. The method disclosed by the invention adopts a production form with the fixed bed reactor, is more suitable for continuous production, and avoids complexity of an original intermittent reaction process and cumbersome reaction operation, and the production capacity is greatly improved; and meanwhile, the use level of the free ammonia is relatively low, so that excessive free ammonia can also be recycled after gas-liquid separation, the method is further improved in cost saving and environmental protection.

Description

technical field [0001] The invention relates to a synthesis method of p-(o)hydroxybenzonitrile, in particular to a one-step synthesis method of p-(o)hydroxybenzonitrile, which belongs to the technical field of chemical industry. Background technique [0002] p-Hydroxybenzonitrile, also known as p-cyanophenol, p-hydroxybenzonitrile, etc., is an extremely important fine organic chemical raw material and intermediate, widely used in the synthesis of various medicines, spices, pesticides, liquid crystal materials and buffers Agents, etc., especially as pesticide intermediates, can be used to synthesize a variety of pesticides such as "fenonitrile", "benzonilphos", "bromoxynil", "hydroxychlorenil" and "chlorothalonil". With the development of my country's agricultural modernization, the demand for pesticides has increased significantly, and the demand for p-hydroxybenzonitrile has also increased significantly. O-hydroxybenzonitrile, also known as salicylonitrile, can be used to ...

Claims

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Application Information

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IPC IPC(8): C07C255/53C07C253/22
CPCC07C253/22C07C255/53
Inventor 李进李永宾王庆吉王建青严继业
Owner CHINA CATALYST HLDG CO LTD
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