Industrial production method for preparing penicillin sulfoxide by continuously oxidizing penicillin

A penicillin sulfoxide and production method technology, applied in the field of medicine and chemical industry, can solve the problems of reaction mass transfer, low heat transfer efficiency affecting reaction temperature, reaction time, poor quality of reaction liquid, low reaction yield, etc.

Active Publication Date: 2021-08-06
NORTH CHINA PHARMA COMPANY
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Problems solved by technology

[0010] In view of this, the present invention provides a kind of industrialized production method of continuous oxidation penicillin to prepare penicillin sulfoxide, adopts continuous reaction method, solves batch reaction mass transfer, heat transfer Low efficiency affects the problem of reaction temperature and reaction time, and then solves the problems of poor quality of reaction solution and low reaction yield

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  • Industrial production method for preparing penicillin sulfoxide by continuously oxidizing penicillin

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preparation example Construction

[0028] ① Preparation of reference solution

[0029] Accurately weigh about 40 mg of the oxide reference substance, place it in a 50 mL volumetric flask, add mobile phase to dilute to the mark, and shake well.

[0030] ② Preparation of the test solution

[0031] Accurately weigh (or measure) about 1.0g (or 1mL) of the test product in a 50mL volumetric flask, dilute to the mark with mobile phase, and shake well.

[0032] ③Determination: Detection by high performance liquid chromatography, calculated by external standard method.

Embodiment 1

[0033] The oxidation of embodiment 1 penicillin industrial salt

[0034] Dissolve 50 grams of penicillin potassium salt in 1000 milliliters of water to form a penicillin potassium salt solution (penicillin potency 79618u / ml), cool down to 10°C, and cool down to 10°C with 40 milliliters of peracetic acid with a volume concentration of 30%. The two pass through the microreactor at the flow rate of 25ml / min and 1ml / min respectively, and the temperature is controlled at 10-15°C. The content of penicillin sulfoxide in the detected reaction solution is 43.05mg / ml, and the oxidation yield is 98.05%.

Embodiment 2

[0035] The oxidation of embodiment 2 penicillin back extract (RB)

[0036] Cool 1000 ml of penicillin back-extraction (penicillin titer 199613u / ml) to 10°C, and cool 50 ml of hydrogen peroxide with a volume concentration of 27.5% to 5°C. The microreactor controls the temperature at 5-10° C., detects that the content of penicillin sulfoxide in the reaction solution is 110.52 mg / ml, and the oxidation yield is 98.52%.

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Abstract

The invention discloses an industrial production method for preparing penicillin sulfoxide by continuously oxidizing penicillin, and belongs to the field of pharmaceutical chemicals; a continuous reaction method is adopted, a penicillin solution and peracetic acid or other oxidants simultaneously flow into a mixer or a microreactor according to a certain proportion, and a penicillin sulfoxide solution is obtained by reaction at high temperature and in short time; the method can be used for an oxidation process of a process for preparing penicillin sulfoxide by taking penicillin fermentation liquor, filtrate, BA, RB, penicillin industrial salt and the like as initial raw materials, and solves the problem that the reaction temperature and the reaction time are influenced by mass transfer and low heat transfer efficiency of batch reaction; therefore, the problems of poor reaction liquid quality and low reaction yield are solved, and the yield of penicillin sulfoxide is high.

Description

technical field [0001] The invention relates to an industrial production method of penicillin sulfoxide, in particular to an industrial production method of continuously oxidizing penicillin to prepare penicillin sulfoxide, which belongs to the field of medicine and chemical industry. Background technique [0002] Penicillin Sulfoxide (Penicillin Sulfoxide), the chemical name is (2S,5R,6R)-3,3-dimethyl-6-(2-phenylacetamido)-7-oxo-4-thia-1-aza Heterobicyclo[3.2.0]heptane-2-carboxylic acid-4-oxide, molecular formula C 16 h 18 o 5 N 2 S, molecular weight is 350.2, its chemical structure formula is as follows: [0003] [0004] Penicillin sulfoxide is an important raw material for the production of cephalosporin drugs, and is a key intermediate in the step of ring expansion from the five-membered ring structure of penicillin to the six-membered ring structure of cephalosporins. Various cephalosporins can be synthesized by penicillin sulfoxide through ring expansion and re...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D499/46C07D499/04
CPCC07D499/46C07D499/04
Inventor 闫峰段志钢张伟赵伟陈浩杨忠辉张永波王东谷中芝
Owner NORTH CHINA PHARMA COMPANY
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