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Method for synthesizing penicillin G sulfoxide by using continuous flow reactor

A penicillin and reactor technology, applied in chemical instruments and methods, organic chemistry, chemistry/physics/physicochemical processes, etc., can solve the problems of dripping oxidant leakage, long reaction time, difficult control of reaction heat release, etc., and achieve improvement efficiency effect

Active Publication Date: 2020-06-05
江苏悦新药业有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these traditional synthesis methods have disadvantages such as long reaction time, difficulty in controlling the exothermic reaction, easy leakage of oxidizing agents during the reaction process, and major safety hazards in the storage and transportation of peracetic acid.
[0003] Therefore, the current method of synthesizing penicillin G sulfoxide still needs to be improved

Method used

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  • Method for synthesizing penicillin G sulfoxide by using continuous flow reactor
  • Method for synthesizing penicillin G sulfoxide by using continuous flow reactor
  • Method for synthesizing penicillin G sulfoxide by using continuous flow reactor

Examples

Experimental program
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Effect test

preparation example Construction

[0053] (1) Preparation of peracetic acid

[0054] Two constant flow pumps are used to inject hydrogen peroxide and glacial acetic acid into the premixing module at a certain flow rate, and the premixed peroxyacetic acid and glacial acetic acid react in the peroxidation reaction system, and the qualified product is obtained at the outlet. peracetic acid.

[0055] (2) Synthesis of Penicillin G Sulfoxide

[0056] Peracetic acid enters the pre-cooling plate after being connected to the cooling device to cool down. After flowing out from the pre-cooling plate, in the reaction module of the oxidation reaction system, the aqueous solution of penicillin G potassium salt with a certain flow rate pumped out from another constant flow pump is mixed and reacted in the oxidation reaction module. The material coming out from the oxidation reaction plate is penicillin G sulfoxide.

Embodiment 1

[0058] a, the preparation of peracetic acid

[0059] Add hydrogen peroxide (57mL) to the first holding bottle of 500mL, and pump it into the premixed module of the peroxidation reaction system at a flow rate of 3mL / min through the first constant flow pump; Add glacial acetic acid (190mL) into the bottle, pump it into the premixing module at a flow rate of 10mL / min through the second constant flow pump, and premix through three 7mL continuous flow plate premixing modules. The two materials enter the continuous flow tube reactor for reaction, and the continuous flow tube reactor is heated by the jacket to keep the temperature of the outlet at 35-48°C. The reactor adopts the same internal structure (i.e. attached figure 2 Composition of the unit shown), but the feed interface is 1, and the total volume is 50mL. Obtain about 235mL of peracetic acid at the outlet of the reactor, and take a sample to detect that the content of peracetic acid is 27.32%, and it is cooled to room tem...

Embodiment 2

[0063] a, the preparation of peracetic acid

[0064] Add hydrogen peroxide (57mL) to the first holding bottle of 500mL, and pump it into the premixed module of the peroxidation reaction system at a flow rate of 3mL / min through the first constant flow pump; Add glacial acetic acid (209mL) to the bottle, and pump it into the premix module at a flow rate of 11mL / min through the second constant flow pump. After two 7ml continuous flow plate premix modules are premixed, the two The material is put into the continuous flow tube reactor for reaction, and the continuous flow tube reactor is heated by the jacket to keep the outlet temperature at 48-55°C, wherein the reactor adopts the same internal structure as the continuous flow plate premixing module ( Attach figure 2 Composition of the unit shown), but the feed interface is 1, and the total volume is 50mL. About 250mL of peracetic acid was obtained at the outlet of the reactor, and the sampling test showed that the content of per...

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Abstract

The invention provides a method for synthesizing penicillin G sulfoxide by using a continuous flow reactor, and the method comprises the following steps: (1) providing the continuous flow reactor which comprises a peroxidation reaction system and an oxidation reaction system; (2) respectively putting hydrogen peroxide and glacial acetic acid into a first containing bottle and a second containing bottle in the peroxidation reaction system, and enabling the hydrogen peroxide to be in contact with the glacial acetic acid so as to obtain peracetic acid; and (3) enabling the peracetic acid to enterthe oxidation reaction system through a pre-cooling module, and contacting the peracetic acid with a penicillin G potassium salt aqueous solution so as to obtain the penicillin G sulfoxide and a penicillin G sulfoxide aqueous solution. The method can be used for effectively synthesizing the penicillin G sulfoxide, and in the whole process of the method, reaction materials are easy to obtain, treatment after reaction is simple, industrial three wastes are easy to treat, the yield of a target product is high, and the method is very suitable for industrial production.

Description

technical field [0001] The invention relates to the field of chemical synthesis, in particular to a method for synthesizing penicillin G sulfoxide using a continuous flow reactor. Background technique [0002] Peracetic acid is widely used in chemicals, and related literature reports that its synthesis process is currently commonly used to react acetic anhydride or glacial acetic acid with hydrogen peroxide, and the process flow is more complicated. In the field of chemical industry, oral cephalosporins are oxidized by peracetic acid, and most of the oxidation processes used in China are low-temperature dripping of oxidants such as hydrogen peroxide and peracetic acid for oxidation, and there are also reverse addition of substrates to 30% peracetic acid in the report, foreign useful 40% peracetic acid and the report of industrialization. However, these traditional synthesis methods have disadvantages such as long reaction time, difficulty in controlling the exothermic react...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D499/46C07D499/04B01J4/00B01J19/00
CPCC07D499/46C07D499/04B01J4/001B01J19/0053
Inventor 甘勇谭从祥
Owner 江苏悦新药业有限公司
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