Preparation method of bromfenac sodium

A technology of bromfenac sodium and sodium salt is applied in the field of synthesis technology of raw material bromfenac sodium, can solve the problems of unsuitability for industrial production, harsh reaction conditions, weak selectivity and the like, and avoids catalytic hydrogenation and post-treatment. The effect of simplicity and low process cost

Pending Publication Date: 2019-07-09
TIANJIN PHARMA GROUP CORP
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  • Abstract
  • Description
  • Claims
  • Application Information

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Benefits of technology

This patented technology provides an improved way to make certain drugs that are more effective than older methods such as lithography or chemical techniques used today. It simplifies production processes while also improving its overall performance over time.

Problems solved by technology

Technological Problem addressed in this patented technical problem described in Experimental Chemistry describes how to prepare certain salts or esters from substances called naproxylinodulcinacea lactameceus Lactola Sorghum Neapleana catheteris Boissleriana Osmithiocyte Synthesis Laboratory Protocol published online 2004-2017). Current methods involve expensive processes like extraction and separation techniques involving organism' s cell membranes. These current procedures require long periods of operations and may result in contaminating residue products due to excessive amounts of waste water produced during these manipulations.

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  • Preparation method of bromfenac sodium
  • Preparation method of bromfenac sodium

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Embodiment 1

[0030]

Embodiment 1-1

[0032] Under nitrogen protection, add 36g of o-ethylaniline (0.3mol) and 79g of p-bromobenzoyl chloride (0.36mol) into a 1L reaction flask, add 400mL of toluene to dissolve, add 16g of aluminum trichloride (0.12mol) in batches within 30min, The ice-salt bath controls the temperature at 10-20°C. After the addition, it was slowly brought to room temperature, and the reaction was stirred for 4h. After the reaction was detected by TLC, 20 mL of 20% sodium sulfate aqueous solution was slowly added dropwise to the reaction solution under stirring, and the temperature of the ice-salt bath was controlled at 10-20°C. The insoluble matter was removed by filtration, and the filtrate was washed with water until neutral, then concentrated to near dryness under reduced pressure. The resulting crude product was recrystallized from dichloromethane / methanol to obtain 85 g (0.28 mol) of a yellow solid, with a mass yield of 95% and an HPLC purity of 96.5%.

Embodiment 1-2

[0034] Under nitrogen protection, add 36g of o-ethylaniline (0.3mol) and 65g of p-bromobenzoyl chloride (0.3mol) into a 1L reaction flask, add 400mL of chloroform to dissolve, add 20g of zinc chloride (0.15mol) in batches within 30min , the ice-salt bath controls the temperature at 0-10°C. After the addition, it was slowly brought to room temperature, and the reaction was stirred for 4h. After the completion of the reaction as detected by TLC, 20 mL of 20% sodium sulfate aqueous solution was slowly added dropwise to the reaction solution under stirring, and the temperature of the ice-salt bath was controlled at 0-10°C. The insoluble matter was removed by filtration, and the filtrate was washed with water until neutral, then concentrated to near dryness under reduced pressure. The resulting crude product was recrystallized from dichloromethane / methanol to obtain 83.73 g (0.28 mol) of a yellow solid, with a mass yield of 93% and an HPLC purity of 97.5%.

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Abstract

The invention discloses a preparation method of bromfenac sodium. O-ethylaniline and p-bromobenzoyl chloride are used as initiators and a series of reactions of Fourier reaction, substitution and oxidation salification are carried out, so that bromfenac sodium is obtained. The method has the advantages that the process is simple, post-treatment is simple and convenient, dangerous catalytic hydrogenation is avoided, the use of a strong corrosive reagent of phosphoric acid is avoided, the reaction condition is mild, the reaction yield is high, the product quality is high, the process cost is low, and the method is green and energy-saving.

Description

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Claims

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Application Information

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Owner TIANJIN PHARMA GROUP CORP
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