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Preparation method of sulfadoxine derivative

A kind of technology of sulfadoxine and derivatives, applied in the field of medicine and chemical industry, can solve the problems such as unreported synthesis and purification method of sulfadoxine derivative I

Inactive Publication Date: 2017-04-19
CHONGQING KANGLE PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0009] The synthesis and purification method of existing sulfadoxine derivative I have not been reported

Method used

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  • Preparation method of sulfadoxine derivative

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Embodiment 1

[0033] The preparation of embodiment 1 sulfadoxine derivative I

[0034] Add 20g of sulfadoxine and 100ml of acetic acid into the reaction bottle, start stirring, heat up to reflux for 8 hours, after the reaction, pour into 200ml of water, stir evenly, cool to below 10°C, add dropwise sodium carbonate solution to adjust pH=3- 5. Cool, filter with suction, wash, transfer the filter cake into a reaction flask, add 200ml of purified water, beat at room temperature for 1 hour, separate the solid by filtration, wash, and dry under reduced pressure at 60°C to obtain 10.3g of sulfadoxine derivative I. The HPLC detection purity is 99.62% (area normalization method), and the detection spectrum is as follows Figure 1 .

Embodiment 2

[0035] Embodiment 2 Preparation of sulfadoxine derivative I

[0036] Add 20g of sulfadoxine and 100ml of acetic anhydride into the reaction bottle, start stirring, heat up to reflux for 8 hours, after the reaction, pour into 200ml of water, stir evenly, cool to below 10°C, add dropwise sodium carbonate solution to adjust pH=3 -5, cooling, suction filtration, washing, transfer the filter cake into a reaction flask, add 200ml of purified water, beat at room temperature for 1 hour, filter and separate the solid, wash, and dry under reduced pressure at 60°C to obtain 13.8g of sulfadoxine derivative I. The purity detected by HPLC was 99.52% (area normalization method).

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Abstract

The invention discloses a preparation method of a sulfadoxine derivative I, namely, 4-(4-acetaminobenzenesulfonamido)-5,6-dimethoxy pyrimidine. The sulfadoxine derivative I is an acetylized impurity of sulfadoxine and is one of main impurities of a sulfadoxine active ingredient or preparation; and the sulfadoxine derivative I can be used for analyzing and detecting the purity of the sulfadoxine, thereby controlling the quality of the sulfadoxine.

Description

technical field [0001] The invention belongs to the technical field of medicine and chemical industry, and specifically relates to the preparation method and application of sulfadoxine derivative I, namely 1,4-bis(7-chloroquinolin-4-yl)piperazine. Background technique [0002] Sulfadoxine (Sulfadoxine), also known as sulfazone, has a chemical name of 4-(p-aminobenzenesulfonamide)-5,6-dimethoxypyrimidine, and its CAS number is 2447-57-6. Its chemical structure is as follows: [0003] . [0004] Sulfadoxine can be used to treat general inflammation clinically, such as upper respiratory tract infection tonsillitis, bacillary dysentery enteritis, skin infection, etc., and can also be compatible with other medicines to treat pulmonary tuberculosis and lymphatic tuberculosis; it also has a certain effect on leprosy (madness). It can also treat malaria, and it can also be used as a preventive medicine for rheumatism. When used for the above purposes, sulfadoxine has the chara...

Claims

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Application Information

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IPC IPC(8): C07D239/69
CPCC07D239/69
Inventor 唐明沈文晖郑雪蔡中文杨继斌
Owner CHONGQING KANGLE PHARMA
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