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Preparation method of nalidixic acid

A technology of nalidixic acid and picoline, applied in the field of compound preparation, can solve the problems of poor impurity removal effect and high impurity occurrence rate, and achieve the effects of good implementation effect, lower reaction temperature and lower cost.

Inactive Publication Date: 2015-04-08
SUZHOU YACOO SCI CO LTD
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Problems solved by technology

Moreover, the occurrence rate of impurities is high, and the effect of removing impurities is not good

Method used

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  • Preparation method of nalidixic acid
  • Preparation method of nalidixic acid
  • Preparation method of nalidixic acid

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Embodiment Construction

[0017] Such as figure 1 The preparation method of shown nalidixic acid is characterized in that comprising the following steps:

[0018] First, it is necessary to prepare intermediate one, whose Chinese name is methyl-2-pyridyl)amino]methylene}malonic acid diethyl ester. The English name is:

[0019] Diethyl{[(6-methyl-2-pyridinyl)amino]methylene}propanedioate. The Chinese name is methyl-2-pyridyl)amino]methylene}malonic acid diethyl ester.

[0020] Its structural formula is as figure 1 As shown, the CAS is 13250-95-8, and the molecular formula is C14H18N2O4.

[0021] The preparation process includes adding 2-amino-6-picoline and diethyl ethoxy methylene malonate into a reaction vessel, stirring and then heating. Afterwards, after the temperature reaches 90° C., heat preservation reaction is carried out. After the reaction is completely stopped, the heating is cooled to room temperature to obtain the crude product, and the finished intermediate 1 is obtained by post-proc...

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Abstract

The invention relates to a preparation method of nalidixic acid. The preparation method is characterized in that at least three intermediates are adopted in preparation, including a first intermediate namely methyl-2-pyridyl)amino]methylene}diethyl malonate, a second intermediate namely ethyl, 4hydro-7-methyl-1,8-naphthyridine-3-carbonate, and a third intermediate namely ethyl-1,4-dihydro-7-methyl-4-oxy-1,8-naphthyridine-3-carbonate; and a relatively low temperature is adopted during preparation of the second intermediate, and bromoethane is adopted during preparation of the third intermediate. Therefore, the reaction time is saved, and the cost of reactants is reduced. More importantly, impurities are reduced as much as possible to improve the quality of a finished product.

Description

technical field [0001] The invention relates to a method for preparing a compound, in particular to a method for preparing nalidixic acid. Background technique [0002] Nalidixic acid is the first-generation quinolone antibacterial drug, which is antibacterial to Escherichia coli, Klebsiella, Proteus, Shigella, Salmonella, Enterobacter and some strains of Haemophilus influenzae It has antibacterial activity against Neisseria gonorrhoeae, but it has no antibacterial activity against Gram-positive cocci such as Pseudomonas, Acinetobacter and Staphylococcus. As a fungicide, changes in urine pH have no effect on its action. It is light yellow crystalline powder; almost odorless, slightly bitter taste. This product is dissolved in chloroform, slightly soluble in ethanol, very slightly soluble in ether, almost insoluble in water; dissolved in sodium hydroxide or sodium carbonate solution. The melting point of this product is 226~231℃. [0003] In the existing preparation proce...

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/04
CPCC07D471/04
Inventor 刘文袁永坤曹丽辉郭华李浩东
Owner SUZHOU YACOO SCI CO LTD
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