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Method for synthesizing intermediate N-[2-(2-hydroxyethyl)ethylsulfonyl]-4-nitrobenzenesulfonamide

A technology of nitrobenzenesulfonamide and hydroxyethyl, which is applied in the field of synthesis of intermediate N-[2-ethylsulfonyl]-4-nitrobenzenesulfonamide, can solve the problem of low utilization rate of dyestuff, shortening of reaction time, Problems such as dye intermediate yield resource waste, etc., to achieve the effect of increasing yield and reducing isomerization reaction

Inactive Publication Date: 2018-08-24
福州兴创云达新材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Existing reactive dyes still have problems such as low dye utilization rate, large amount of inorganic salt used in dyeing, a large amount of colored sewage produced in the synthesis of intermediates and their dyes, low yield of dye intermediates, etc., which cause some waste of resources and industrial pollution. , Therefore, the molecular structure of reactive dye intermediates with appropriate carbon chain lengths was synthesized, the dye structures were arranged more regularly, the intermediates with good reactivity with fibers and high color fixation rate, and better unit reactions were explored. It is of great significance to improve the yield of intermediates and shorten the reaction time by ordering and optimizing the process conditions of each step of reaction.

Method used

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  • Method for synthesizing intermediate N-[2-(2-hydroxyethyl)ethylsulfonyl]-4-nitrobenzenesulfonamide

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Experimental program
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Effect test

Embodiment 1

[0017] A kind of synthetic method of intermediate N-[2-(2-hydroxyethyl) ethyl sulfone base]-4-nitrobenzenesulfonamide, comprises the following steps:

[0018] Step 1. Dissolve 55.4g of 4-nitrobenzenesulfonyl chloride and 25.3g of 2-amino-2-hydroxyl-diethylsulfide in 200mL of toluene with stirring in an ice-water bath, and add 2.0g of Fe 3 o 4 @TiO 2 The catalyst was magnetically stirred for 3 hours, and the NaOH solution with a concentration of 30% was used to keep the system pH=10, and the reaction was monitored by TLC;

[0019] Step 2. After the stirring is completed, continue to stir and react in an ice bath for 1 hour, and refrigerate overnight in a -4°C refrigerator. After the reaction is completed, adjust the pH of the system to 5 with glacial acetic acid, and add 0.2 g of tungstic acid;

[0020] Step 3. Under the condition of sufficient mechanical stirring at room temperature, slowly add 30ml of 30% hydrogen peroxide dropwise. After 15 minutes of completion of the dro...

Embodiment 2

[0027] Step 1. Dissolve 45.4g of 4-nitrobenzenesulfonyl chloride and 25.3g of 2-amino-2-hydroxyl-diethylsulfide in 200mL of toluene with stirring in an ice-water bath, and add 2.0g of Fe 3 o 4 @TiO 2 The catalyst was magnetically stirred for 3 hours, and the pH of the system was maintained at 10 with a 30% NaOH solution, and the reaction was monitored by TLC; the rest of the steps were the same as in Example 1.

Embodiment 3

[0029] Step 1. Dissolve 35.4g of 4-nitrobenzenesulfonyl chloride and 25.3g of 2-amino-2-hydroxyl-diethylsulfide in 200mL of toluene with stirring in an ice-water bath, and add 2.0g of Fe 3 o 4 @TiO 2 The catalyst was magnetically stirred for 3 hours, and the pH of the system was maintained at 10 with a 30% NaOH solution, and the reaction was monitored by TLC; the rest of the steps were the same as in Example 1.

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Abstract

The invention discloses a method for synthesizing an intermediate N-[2-(2-hydroxyethyl)ethylsulfonyl]-4-nitrobenzenesulfonamide. 4-nitrobenzenesulfonyl chloride, 2-amino-2-hydroxydiethyl sulfide, hydrogen peroxide, tungstic acid, titanium isopropoxide, glacial acetic acid and urea are used as main raw materials. The synthesis method comprises the following steps: the 4-nitrobenzenesulfonyl chloride, 2-amino-2-hydroxydiethyl sulfide undergo an amidation reaction under the action of a catalyst, and the obtained reaction product is oxidized by the hydrogen peroxide to obtain the intermediate product. The surface of the catalyst is negatively charged, so reactant molecules undergo a hydrolysis reaction, and the isomerization reaction is reduced, thereby the yield of the product is obviously improved.

Description

technical field [0001] The invention relates to a method for synthesizing an intermediate N-[2-(2-hydroxyethyl)ethylsulfonyl]-4-nitrobenzenesulfonamide, which belongs to the field of chemical synthesis. Background technique [0002] At present, the annual output of reactive dyes in the world accounts for about 20% of the total output of dyes. Reactive dyes have the advantages of wide color spectrum, bright color, excellent performance, and strong applicability, especially as one of the best choices to replace banned dyes and other dyes for cellulose fibers such as ice dyes, sulfur dyes and vat dyes. Reactive dyes It has become the most important class of dyes for cellulose fibers and some synthetic fibers. Existing reactive dyes still have problems such as low dye utilization rate, large amount of inorganic salt used in dyeing, a large amount of colored sewage produced in the synthesis of intermediates and their dyes, low yield of dye intermediates, etc., which cause some w...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C315/02C07C317/28B01J23/745
CPCB01J23/002B01J23/745C07C315/02C07C319/20C07C317/28C07C323/49
Inventor 张素兰朱亚飞
Owner 福州兴创云达新材料科技有限公司
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