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3-methoxy-4-nitrobenzoic acid and preparation method thereof

A technology of nitrobenzoic acid and p-nitrobenzoic acid, which is applied in the field of biomedicine, can solve the problems such as the need to improve the yield, and achieve the effect of being suitable for large-scale industrial production, mild condition requirements, and low cost

Inactive Publication Date: 2016-07-06
叶芳
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But specific to the p-nitrobenzoic acid derivatives substituted by the 3-methoxyl group, due to the particularity of the methoxyl group, the yield in the preparation process still needs to be improved

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Dissolve 1mol p-nitrobenzoic acid in 20LCS 2 Add 2mol liquid bromine to the reaction kettle, control the pressure of the reaction kettle to 0.8MPa, maintain the temperature at 35°C for reaction, and remove the excess Br after continuing the reaction for 2 hours. 2 , and add 3molCH to it 3 ONa, light at room temperature, vigorously stirred, after continuous reaction for 2h, evaporated to remove CS 2 , Dissolving the obtained solid in water, filtering, washing and drying the filtered solid to obtain 3-methoxy-4-nitrobenzoic acid.

[0018] The resulting 3-methoxy-4-nitrobenzoic acid had a purity of 80.2% and a yield of 85.7%.

Embodiment 2

[0020] Dissolve 1mol p-nitrobenzoic acid in 22LCS 2 Add 1.9mol liquid bromine to it, control the pressure of the reactor to 1.0MPa, maintain the temperature at 30°C for reaction, and remove excess Br after continuing the reaction for 2 hours 2 , and to which 2.8mol CH was added 3 ONa, light at room temperature, vigorously stirred, after continuous reaction for 2h, evaporated to remove CS 2 , Dissolving the obtained solid in water, filtering, washing and drying the filtered solid to obtain 3-methoxy-4-nitrobenzoic acid.

[0021] The resulting 3-methoxy-4-nitrobenzoic acid had a purity of 82.7% and a yield of 86.9%.

Embodiment 3

[0023] Dissolve 1mol p-nitrobenzoic acid in 25LCS 2 Add 1.8mol liquid bromine to the reaction kettle, control the pressure of the reaction kettle to 1.2MPa, maintain the temperature at 40°C for reaction, continue the reaction for 2 hours, remove excess Br 2 , and to which 2.5mol CH was added 3 ONa, light at room temperature, vigorously stirred, after continuous reaction for 2h, evaporated to remove CS 2 , Dissolving the obtained solid in water, filtering, washing and drying the filtered solid to obtain 3-methoxy-4-nitrobenzoic acid.

[0024] The resulting 3-methoxy-4-nitrobenzoic acid had a purity of 85.7% and a yield of 88.4%.

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PUM

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Abstract

The invention aims at providing 3-methoxy-4-nitrobenzoic acid and a preparation method thereof. The preparation method comprises the steps of firstly carrying out bromination reaction on p-nitrobenzoic acid to substitute the ortho-position of nitro with bromine, and reacting by virtue of products and sodium methoxide to substitute bromine with methoxy, so as to obtain the target product 3-methoxy-4-nitrobenzoic acid. The preparation method is simple, required reaction conditions are mild, the raw materials and catalysts utilized in the reaction process are cheap and easily available, and the production cost is relatively low; and the preparation method is very applicable to large-scale industrial production.

Description

Technical field: [0001] The invention relates to the technical field of biomedicine, in particular to 3-methoxy-4-nitrobenzoic acid and a preparation method thereof. Background technique: [0002] p-Nitrobenzoic acid is an important intermediate in the fine organic product industry and the pharmaceutical industry. It can be used as a raw material to further prepare many important medicines or fine organic products. It is used in the production of procaine drugs, folic acid, benzocaine, and some drugs for the treatment of high blood pressure, and it is also an essential raw material for indole esters that regulate plant growth. Among them, the 3-substituted p-nitrobenzoic acid derivative is also an important pharmaceutical intermediate, and the industrial demand is also large, and the research on its preparation method has also received extensive attention. [0003] Among them, the preparation method of 3-methoxy-4-nitrobenzoic acid is rarely introduced in domestic patents. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C205/59C07C201/12
CPCC07C201/12C07C205/59C07C205/58
Inventor 叶芳
Owner 叶芳