Preparation method of para aminoacet anilide

The technology of aminoacetanilide and nitroacetanilide is applied in the field of preparation of p-aminoacetanilide, can solve the problems of complicated preparation method, low product purity and high production cost, and achieves easy industrial production, high reduction yield and high production cost. low effect

Inactive Publication Date: 2014-05-14
SHANDONG WUYANG CHEM
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  • Abstract
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Problems solved by technology

At present, the methods for preparing p-aminoacetanilide all have deficiencies: the reduction of acetanilide through mixed acid iron nitrate powder under the condition of concentrated sulfuric acid will produce a large amount of acidic waste water in the production, and the environmental pollution is serious. At the same time, the solid produced by the reduction of iron powder Iron mud is more serious to environmental pollution; There is another kind of acylation with acetic anhydride under the condition of glacial acetic acid with p-nitroaniline, obtains the method for p-aminoacetanilide after reduction, this method also produces a large amount of acid waste water during acylation , the environmental pollution is relatively serious, and acetic anhydride belongs to poisonous chemicals, when the operation or management is improper, it is easy to produce serious adverse consequences; there are also other reported preparation methods whose products have low purity and need to be purified before use, making the preparation The method is complicated and the production cost is high

Method used

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  • Preparation method of para aminoacet anilide

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preparation example Construction

[0025] A preparation method of p-aminoacetanilide, the preparation steps are as follows:

[0026] ① Add p-nitroaniline and glacial acetic acid into the reaction kettle, mix well to obtain a mixed solution, the molar ratio of p-nitroaniline and glacial acetic acid is 1:4-8;

[0027] ②Heat the mixed solution in step ① to 120-130°C, and conduct heat preservation and distillation under normal pressure reflux for 18-20 hours to obtain the reaction solution;

[0028] ③After step ②, the reaction solution is completely dissolved and cooled, filtered, washed, and dried to obtain p-nitroacetanilide, and the obtained acetic acid filtrate is dehydrated and reused;

[0029] ④Put p-nitroacetanilide, catalyst and organic solvent into the autoclave, replace with nitrogen and hydrogen respectively, stir and heat up to 40-100°C, then fill with hydrogen to 0.5-1.5MPa, keep pressure and keep warm for 0.5-2 hours, to obtain p-aminoacetanilide solution, the mass ratio of p-nitroacetanilide to orga...

Embodiment 1

[0037] Embodiment 1, concrete steps are:

[0038] ①Add 36kg of p-nitroaniline and 78.5kg of glacial acetic acid into the reaction kettle, and stir evenly to obtain a mixed solution;

[0039] ②Heating the mixed solution to 120°C, under normal pressure and reflux for heat preservation and distillation for 20 hours to obtain the reaction solution;

[0040] 3. After the reaction solution is completely reacted, cool down, filter, wash, and dry to obtain 46 kg of p-nitroacetanilide, and reuse the obtained acetic acid filtrate after dehydration;

[0041] ④Add 5kg of palladium carbon, 276kg of methanol and 46kg of p-nitroacetanilide into the autoclave, close the autoclave, then replace it with nitrogen 3 times and hydrogen 3 times, stir and heat up to 60°C, then fill with hydrogen, the pressure of hydrogen is 1MPa , pressurized and heat-preserved for 1 hour to obtain p-aminoacetanilide solution;

[0042] ⑤ Filter the p-aminoacetanilide solution at 50°C, distill methanol, and after c...

Embodiment 2

[0044] Embodiment 2, concrete steps are:

[0045] ①Add 36kg of p-nitroaniline and 63kg of glacial acetic acid into the reaction kettle, and stir evenly to obtain a mixed solution;

[0046] ②Heating the mixed solution to 130°C, under normal pressure and reflux for heat preservation and distillation for 18 hours to obtain the reaction solution;

[0047] 3. After the reaction solution is completely reacted, the temperature is lowered, filtered, washed, and dried to obtain 44 kg of p-nitroacetanilide, and the obtained acetic acid filtrate is dehydrated and reused;

[0048] ④Add 6kg of Raney nickel, 230kg of isopropanol and 44kg of p-nitroacetanilide into the autoclave, close the autoclave, then replace with nitrogen 3 times, hydrogen 3 times, stir and heat up to 40°C, then fill with hydrogen, hydrogen The pressure is 0.5MPa, and the pressure-holding and heat-insulating reaction is carried out for 0.5 hours to obtain p-aminoacetanilide solution;

[0049] ⑤ Filter the p-aminoaceta...

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Abstract

The invention provides a preparation method of para aminoacet anilide. The preparation method comprises the following steps: (1) adding paranitroaniline and glacial acetic acid into a reaction kettle to obtain mixed liquor; (2) heating the mixed liquor obtained in the step (1), and carrying out a heat-preserved distilling reaction in a constant pressure reflux state to obtain reaction liquid; (3) after the reaction liquid obtained in the step (2) is fully dissolved and cooled, filtering, washing and drying to obtain paranitroacetanilide; (4) adding paranitroacetanilide, a catalyst and an organic solvent in a high pressure kettle, and respectively replacing by using nitrogen and hydrogen to obtain para aminoacet anilide solution; (5) filtering the para aminoacet anilide liquor obtained in the step (4) to obtain a para aminoacet anilide coarse product; and (6) adding the para aminoacet anilide coarse product in a solvent, heating for dissolving the para aminoacet anilide coarse product, then cooling, filtering and drying in vacuum to obtain the para aminoacet anilide prodcut. According to the method provided by the invention, existing methods of preparing para aminoacet anilide are changed and the effects of no environmental pollution, high yield and the like in production are achieved.

Description

technical field [0001] The invention relates to industrial dyes, and relates to a preparation method of p-aminoacetanilide. Background technique [0002] P-Aminoacetanilide is a dye intermediate, mainly used to prepare various dyes such as disperse dyes and acid dyes. At present, the methods for preparing p-aminoacetanilide all have deficiencies: the reduction of acetanilide through mixed acid iron nitrate powder under the condition of concentrated sulfuric acid will produce a large amount of acidic waste water in the production, and the environmental pollution is serious. At the same time, the solid produced by the reduction of iron powder Iron mud is more serious to environmental pollution; There is another kind of acylation with acetic anhydride under the condition of glacial acetic acid with p-nitroaniline, obtains the method for p-aminoacetanilide after reduction, this method also produces a large amount of acid waste water during acylation , the environmental pollutio...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C233/43C07C231/12
Inventor 张俊祥徐洪涛刘建国李刚于吉山庞琰华
Owner SHANDONG WUYANG CHEM
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