Preparation method of 2-amino-4-nitrophenol

A technology of nitrophenol and dinitrophenol, which is applied in the field of preparation of 2-amino-4-nitrophenol, can solve the problems of being unsuitable for industrial production, cumbersome post-processing operations, and poor atom economy, and achieves no by-products , post-processing is simple, the effect of less by-products

Active Publication Date: 2016-07-27
YANTAI ANOKY FINE CHEM CO LTD +6
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The technical problem to be solved by the present invention is to overcome the harsh reaction conditions of the preparation method of 2-amino-4-nitrophenol in the prior art, the need to use metal catalysts, cumbersome post-processing operations, many by-products, serious environmental pollution, and low raw material consumption. Large, poor atom economy, high production cost, not suitable for industrial production and other defects, and a preparation method of 2-amino-4-nitrophenol is provided

Method used

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  • Preparation method of 2-amino-4-nitrophenol
  • Preparation method of 2-amino-4-nitrophenol
  • Preparation method of 2-amino-4-nitrophenol

Examples

Experimental program
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Effect test

Embodiment 1

[0037] In a 250mL four-neck reaction flask equipped with stirring, reflux condenser and thermometer, add 25mL of water and heat to 60°C; add 15g (0.074mol) of 2,4-dinitrochlorobenzene while stirring, and heat to 90°C; Begin to slowly drip 20.7g mass concentration and be 30% sodium hydroxide solution (the described mass concentration refers to the quality of sodium hydroxide accounts for the percentage of the total mass of sodium hydroxide solution), and the time of dropping remains on 30min~60min approximately, Keep the dropping temperature at 90°C; after adding the lye, keep warm at 95°C and stir the reaction for 1 hour until the oil drops completely disappear (or the content of 2,4-dinitrochlorobenzene as monitored by HPLC is lower than 0.5%;), control the reaction temperature Higher than 100°C; lowered to 70°C, add dropwise HCl with a mass concentration of 15%, in an amount of 20mL-30mL, control the temperature of the system not higher than 85°C during the dropwise addition,...

Embodiment 2

[0040] In a 250mL four-neck reaction flask equipped with stirring, reflux condenser and thermometer, add 25mL of water and heat to 60°C; add 15g (0.074mol) of 2,4-dinitrochlorobenzene while stirring, and heat to 90°C; Begin to slowly drip 21.7g mass concentration and be 30% sodium hydroxide solution (the described mass concentration refers to the percentage that the quality of sodium hydroxide accounts for the total mass of sodium hydroxide solution), keeping the dropping temperature is 92 ℃~94 ℃ , the dropping time is kept at 30min~60min; after adding the lye, keep warm at 95~97°C and stir for 1 hour until the oil drops completely disappear (or the HPLC content of 2,4-dinitrochlorobenzene is lower than 0.5%), Control the reaction temperature not to be higher than 100°C; drop to 70°C, add dropwise HCl with a mass concentration of 36%, in an amount of 5-10mL, control the temperature of the system not higher than 85°C during the dropwise addition, and adjust the pH to Congo red a...

Embodiment 3

[0043] In a 250mL four-neck reaction flask equipped with stirring, reflux condenser and thermometer, add 25mL of water and heat to 60°C; add 15g (0.074mol) of 2,4-dinitrochlorobenzene while stirring, and heat to 94°C; Begin to slowly drip 24.7g mass concentration and be 30% sodium hydroxide solution (the described mass concentration refers to the quality of sodium hydroxide accounts for the percentage of the total mass of sodium hydroxide solution) dropping time remains on 30~60min, keeps dripping The adding temperature is 95°C; after adding the lye dropwise, keep warm at 98-100°C and stir for 30 minutes until the oil drops completely disappear (or the content of 2,4-dinitrochlorobenzene is lower than 0.5% as monitored by HPLC), and the reaction temperature should not be higher than 102°C; drop to 70°C, add dropwise HCl with a mass concentration of 36%, in an amount of 5-10mL, control the temperature of the system not higher than 85°C during the dropwise addition, and adjust th...

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Abstract

The invention discloses a preparation method of 2-amino-4-nitrophenol. The method consists of the steps of: (1) in a solvent and in the presence of alkali, subjecting 2, 4-dinitrochlorobenzene to hydrolysis reaction, and then carrying out acidification reaction with acid to obtain 2, 4-dinitrophenol; and (2) in the presence of a catalyst, subjecting the 2, 4-dinitrophenol obtained in step (1) and hydrazine hydrate to reduction reaction so as to obtain the 2-amino-4-nitrophenol, with the catalyst being a combination of ferric trichloride hexahydrate and activated carbon. The preparation method of the invention has the advantages of milder reaction conditions, no byproduct, economical efficiency and environmental protection, simple post-treatment, and high reaction yield, and is suitable for industrial production. (reaction formulas).

Description

technical field [0001] The invention relates to a preparation method of 2-amino-4-nitrophenol. Background technique [0002] 2-Amino-4-nitrophenol is an important intermediate in the dye industry, mainly used in the synthesis of reactive dyes, acid dyes, neutral dyes, disperse dyes and solvent dyes. Regarding the preparation method of 2-amino-4-nitrophenol, due to the use of different starting materials, there are various methods reported in the literature; the current method of producing 2-amino-4-nitrophenol is mainly based on 2,4 - Dinitrochlorobenzene is used as a raw material to obtain the product through hydrolysis, partial reduction and acidification, and the total yield is low at 45% to 60%. At the same time, there are also problems of troublesome post-processing, serious waste of raw materials, and large amount of waste water , so there has been no ideal industrial production method. The methods for reducing aromatic nitro compounds to aromatic amino compounds mai...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C215/76C07C213/02C07C213/10
Inventor 尹东赵敏燕美芳韩伟鹏杨建
Owner YANTAI ANOKY FINE CHEM CO LTD
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