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Cefalonium preparation method

A technology of ceflonine and reaction solvent, which is applied in the field of preparation of compound ceflonine and achieves the effects of high yield, simple operation and simple preparation process

Inactive Publication Date: 2013-08-14
CHONGQING TIAN TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there is no method suitable for industrialized production of ceftaroning

Method used

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Examples

Experimental program
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Effect test

Embodiment 1

[0028] Weigh 10g of 7-IACA, add 100mL of water, adjust the pH to 6-7 with sodium bicarbonate, stir, cool with ice water to 0°C, add 5.7ml of thiopheneacetyl chloride dropwise, control the rate of addition so that the temperature is kept at about 0°C, add dropwise thiophene acetyl chloride At the same time as the acid chloride, sodium bicarbonate solution was added dropwise, and the pH was controlled at 6-7. After the dropwise addition, the reaction was stirred for 0.5h, filtered, and the filter cake was washed with dichloromethane, then washed with water, washed with acetone, and dried under reduced pressure to obtain 4.4g of the product. The yield was 38.2%, purity 99%.

Embodiment 2

[0030] Weigh 10g of 7-IACA, add 100mL of water, adjust the pH to 6-7 with sodium acetate, stir, cool with ice water to 0°C, add 5.7ml of thiopheneacetyl chloride dropwise, control the rate of addition so that the temperature is kept at about 0°C, add dropwise of thiopheneacetyl chloride At the same time, sodium acetate solution was added dropwise, the pH was controlled to 6-7, the dropwise addition was completed and the reaction was stirred for 0.5h, filtered, the filter cake was washed with dichloromethane, then washed with water, washed with acetone, and dried under reduced pressure to obtain 4.6g of the product, with a yield of 40%. , 99% purity.

Embodiment 3

[0032] Weigh 70g of 7-IACA, add 150ml of water, 250ml of dimethylformamide (hereinafter referred to as DMF), stir, cool down to -2°C, add potassium carbonate to adjust the pH to 6-7, then add 54g of thiopheneacetyl chloride dropwise. Control the temperature between -2-15°C, add potassium carbonate solution dropwise at the same time, control the pH6-7, stir and react for 2h after the dropwise addition, add 50ml3N hydrochloric acid, adjust the pH1-2, add 500ml dichloromethane for extraction, The organic phase was washed twice with dichloromethane, dimethylformamide was dissolved in dichloromethane, and water was forced out at the same time, and sodium bicarbonate solution was added to adjust the pH to 6-7, stirred and crystallized, and dried to obtain 34g of the product. The purity is 99.3%, and the yield is 42%.

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Abstract

The invention discloses a cefalonium preparation method. The method is characterized by adopting 7-ICAC (1((7-amino-2-hydroxyl-8-oxo-5-thio-1-azabicyclo[4.2.0]octane-2-alkene-3-base)methyl)-4-carbamyl pyridine hydrochloride) and thiopheneacetyl chloride as raw materials, and reacting at the pH of 6-7 so as to obtain the product. The cefalonium provided by the invention is simple in preparation technology, simple to operate, high in yield, high in purity and suitable for industrial production and has a high application value.

Description

[0001] technical field [0002] The invention belongs to a chemical synthesis process, and in particular relates to a preparation method of a compound cefuroxime. Background technique [0003] Cefuroning, Chinese alias (6R,7R)-3-[(4-formamido-1-pyridine)methyl]-8-oxo-7-[(2-thiophen-2-ylacetyl)amino] -5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid inner salt. It is mainly used for the prevention and treatment of mastitis in the dry period of dairy cows. The drug belongs to long-acting broad-spectrum antibiotics, which can effectively treat and prevent various bacterial infections of dairy cows during the dry period. At present, there is no suitable method for industrialized production of cefuroxime. Contents of the invention [0004] The purpose of the present invention is to provide a kind of preparation method of the cefuroxime suitable for industrialized production. [0005] The object of the present invention is achieved like this: a kind of preparation metho...

Claims

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Application Information

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IPC IPC(8): C07D501/56C07D501/04
Inventor 郭胜超
Owner CHONGQING TIAN TECH
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