Preparation method of nifuratel

Abstract

The invention discloses a preparation method of nifuratel. The preparation method comprises a roughing step and a refining step, namely cyclizing 1-hydrazinyl-3-methylthio-2-propanol and dimethyl carbonate which are used as raw materials under the action of sodium methoxide to generate 3-amino-5-methylthiomethyl-2-oxazolidinone; hydrolyzing 5-nitrofurfural diacctate used as a raw material to generate 5-nitrofuraldehyde; condensing the obtained cyclization product with a hydrolyzation product through a liquid phase to generate rough nifuratel; dissolving the rough nifuratel in glacial acetic acid, and then carrying out activated carbon dissolving decoloring, recrystallization, purified water rinsing and vacuum drying, thereby obtaining the refined nifuratel. The preparation method provided by the invention is simple in production process; raw and auxiliary materials are cheap and easily available; the preparation method is high in reaction efficiency; the product is high in yield and purity; the preparation method is environmentally-friendly and suitable for industrial large-scale production.

Description

technical field [0001] The invention belongs to the technical field of medicine synthesis, and in particular relates to a method for refining nifuratel. Background technique [0002] Nifuratel (Nifuratel), chemical name: 5-[(methylthio)methyl]-3-[(5-nitrofurfurylidene)amino]-2-oxazolidinone (5-Methylthiomethyl-3 -(5-nitrofurfurylideneamino)-2-oxazolidone), molecular formula: C 10 h 11 N 3 o 5 S, molecular weight: 285.28, structural formula as follows: [0003] [0004] Nifuratel was first exclusively developed and produced by the Italian PoLi Chemical Industry Company as a new drug mainly used for the treatment of gynecological mixed infections. Infection has a good curative effect, especially the effect of treating vaginal mixed infection is better than the existing clinical commonly used drugs, and it is also the only drug approved by SFDA that can be safely used by pregnant women to treat gynecological infection diseases. At present, tablets, suppositories, and o...

AI Technical Summary

Problems solved by technology

[0007] The patent of application number 200810222432.1 relates to a crude and refined method of high-purity nifuratel, which uses 3-amino 5-[methylthio(methyl)]-2-oxazolidinone and 5-nitro Furfural diethyl ester is used as the starting material, and nifuratel is synthesized in two steps of hydrolysis and condensation, and the finished product of nifuratel is obtained by thermally dissolving in a purified solvent, and natural cooling crystallization. In this method, the synthetic raw material 3-amino 5-[formazan Sulfuryl (methyl)]-2-oxazolidinone is expensive and difficult to obtain, and is not suitable for large-scale production

[0008] Application number 201110279681.6 relates to a preparation method of nifuratel compound, which uses the crude product of nifuratel as raw material to obtain high-purity nifuratel finished product through decolorization, preparative chromatographic column separation and purification, concentration and crystallization. The disadvantage is that the cost of preparative liquid chromatography is high, the efficiency is low, and it is suitable for refining rather than large-scale industrial production

Images