CN101602715A - The synthetic method of 2-pyridine carboxylic acid - Google Patents
The synthetic method of 2-pyridine carboxylic acid Download PDFInfo
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- CN101602715A CN101602715A CNA2009100314794A CN200910031479A CN101602715A CN 101602715 A CN101602715 A CN 101602715A CN A2009100314794 A CNA2009100314794 A CN A2009100314794A CN 200910031479 A CN200910031479 A CN 200910031479A CN 101602715 A CN101602715 A CN 101602715A
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- carboxylic acid
- pyridine carboxylic
- cyanopyridine
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- steam
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Abstract
The invention discloses a kind of synthetic method of 2-pyridine carboxylic acid, the 2-cyanopyridine is hydrolyzed under alkaline condition, with the acid neutralization, obtain the 2-pyridine carboxylic acid with extraction using alcohol behind the evaporate to dryness more then.Technology of the present invention is simple, and is easy to operate, the product yield height.
Description
Technical field:
The present invention relates to a kind of synthetic method of 2-pyridine carboxylic acid.
Background technology:
The method of existing system 2-pyridine carboxylic acid comprises:
1, be that the raw material potassium permanganate oxidation obtains the 2-pyridine carboxylic acid with the 2-picoline, use solvent extraction then, ultimate yield according to the literature is only less than 70%.
2, be raw material with the 2-vinyl pyridine, potassium permanganate oxidation obtains the 2-pyridine carboxylic acid, extracts then, because the side reaction of this reaction is more, therefore also will carrying out several times, recrystallization just can obtain qualified product.
3, be that the raw material sulphuric acid oxidation also can obtain the 2-pyridine carboxylic acid with the 2-picoline, but this technology can produce a large amount of spent acid, difficult treatment.
The technology of purifying has benzene method, water method, method of acetic acid and Ethanol Method, and benzene method consumption quantity of solvent is too big, approximately is 10 times of Ethanol Method, and the purity of water method product is not high, though it is extremely strong to the corrodibility of equipment that method of acetic acid good product quality, acetic acid are strong acid, also be unfavorable for safety in production.
Summary of the invention:
The object of the present invention is to provide a kind of easy to operate, the synthetic method of the 2-pyridine carboxylic acid that product yield is high.
Technical solution of the present invention is:
A kind of synthetic method of 2-pyridine carboxylic acid is characterized in that: the 2-cyanopyridine is hydrolyzed under alkaline condition, with the acid neutralization, obtains the 2-pyridine carboxylic acid with extraction using alcohol behind the evaporate to dryness more then.
The synthetic method of described 2-pyridine carboxylic acid, comprise the following steps: the cyanopyridine according to 2-: the mass ratio of deionized water is 1: 2 a ratio, reaction mass is added in the flask, open stirring, be warmed up to 50-70 ℃, add the 2-cyanopyridine in the flask: the mol ratio of sodium hydroxide is 1: 30% the sodium hydroxide of 1.0-1.3, after adding, continue again to heat up, back flow reaction 4-12 hour, steam water then, the water yield that steams is the 2-cyanopyridine: the mass ratio that steams the water yield is 1: 0.5-1.5, steam after the water end, reaction solution is cooled to 20-60 ℃, add 30% hydrochloric acid, conditioned reaction liquid pH value is 2.5～6.5, and then opens steam and heat up and steam water, when steaming reacting liquid temperature and reaching 100-160 ℃, the reaction solution evaporate to dryness finishes to steam water, and drip the 2-cyanopyridine then in flask: the mass ratio of raw spirit is 1: the raw spirit of 1.0-3.0, the temperature of keeping reaction solution is at 55-75 ℃, add and finish restir dissolving afterwards 2-7 hour, filter then, the filtrate crystallisation by cooling, separate out solid 2-pyridine carboxylic acid, filter, oven dry obtains the 2-pyridine carboxylic acid.
Technology of the present invention is simple, and is easy to operate, the product yield height.
The invention will be further described below in conjunction with embodiment.
Embodiment:
Embodiment 1:
In the there-necked flask of 500ml, add the 2-cyanopyridine of 100g and the deionized water of 200g, open stirring then, be warmed up to 50 ℃, add 30% the sodium hydroxide of 128.2g in the flask, after adding, continue to heat up, back flow reaction 4 hours is steamed water then again, after steaming water 50g, reaction solution is cooled to 20 ℃, adds 30% hydrochloric acid, conditioned reaction liquid pH value is 2.5, and then open the steam intensification and steam water, steam the still temperature when reaching 120 ℃, the reaction solution evaporate to dryness finishes to steam water, drip the raw spirit of 300g then in the flask, the temperature of keeping reaction solution adds and finishes restir dissolving afterwards 2 hours at 55 ℃, filters then, with the filtrate crystallisation by cooling, separate out solid 2-pyridine carboxylic acid, filter, oven dry, obtain 2-pyridine carboxylic acid 106.0g, yield is 89.6%.
Embodiment 2:
On the basis of embodiment 1,30% sodium hydroxide of reaction usefulness is increased to 141.0g, reflux time is increased to 6 hours, and other condition is same with embodiment 1, obtains 2-pyridine carboxylic acid 108.1g, and yield is 91.4%.
Embodiment 3:
On the basis of embodiment 1,30% sodium hydroxide of reaction usefulness is increased to 153.8g, reflux time is increased to 10 hours, the steaming water yield is 100g, add 30% hydrochloric acid accent pH value to 3.5, the evaporate to dryness temperature is brought up to 130 ℃, and other condition and embodiment 1 are together, obtain 2-pyridine carboxylic acid 107.2g, yield is 90.6%.
Embodiment 4:
On the basis of embodiment 3, the consumption of raw spirit is reduced to 100g, solvent temperature is brought up to 75 ℃, dissolution time is increased to 7 hours, other condition and embodiment 3 with, obtain 2-pyridine carboxylic acid 110.6g, yield is 93.5%.
Embodiment 5:
On the basis of embodiment 4, will steam the water yield and bring up to 150g, add 30% hydrochloric acid accent pH value to 5.5, the evaporate to dryness temperature is brought up to 150 ℃, and other condition and embodiment 4 obtain 2-pyridine carboxylic acid 112.4g together, and yield is 95%.
Claims (2)
1, a kind of synthetic method of 2-pyridine carboxylic acid is characterized in that: the 2-cyanopyridine is hydrolyzed under alkaline condition, with the acid neutralization, obtains the 2-pyridine carboxylic acid with extraction using alcohol behind the evaporate to dryness more then.
2, the synthetic method of 2-pyridine carboxylic acid according to claim 1, it is characterized in that: comprise the following steps: the cyanopyridine according to 2-: the mass ratio of deionized water is 1: 2 a ratio, reaction mass is added in the flask, open stirring, be warmed up to 50-70 ℃, add the 2-cyanopyridine in the flask: the mol ratio of sodium hydroxide is 1: 30% the sodium hydroxide of 1.0-1.3, after adding, continue again to heat up, back flow reaction 4-12 hour, steam water then, the water yield that steams is the 2-cyanopyridine: the mass ratio that steams the water yield is 1: 0.5-1.5, steam after the water end, reaction solution is cooled to 20-60 ℃, add 30% hydrochloric acid, conditioned reaction liquid pH value is 2.5～6.5, and then opens steam and heat up and steam water, when steaming reacting liquid temperature and reaching 100-160 ℃, the reaction solution evaporate to dryness finishes to steam water, and drip the 2-cyanopyridine then in flask: the mass ratio of raw spirit is 1: the raw spirit of 1.0-3.0, the temperature of keeping reaction solution is at 55-75 ℃, add and finish restir dissolving afterwards 2-7 hour, filter then, the filtrate crystallisation by cooling, separate out solid 2-pyridine carboxylic acid, filter, oven dry obtains the 2-pyridine carboxylic acid.
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| Application Number | Priority Date | Filing Date | Title |
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| CNA2009100314794A CN101602715A (en) | 2009-04-29 | 2009-04-29 | The synthetic method of 2-pyridine carboxylic acid |
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| CNA2009100314794A CN101602715A (en) | 2009-04-29 | 2009-04-29 | The synthetic method of 2-pyridine carboxylic acid |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103319401A (en) * | 2013-05-22 | 2013-09-25 | 中牧实业股份有限公司 | Technology for preparing 2-chromium picolinate through one-step method |
| CN106243027A (en) * | 2016-07-28 | 2016-12-21 | 南京红太阳生物化学有限责任公司 | A kind of preparation method of 3,6 dichloro 2 picolinic acids |
| CN107162959A (en) * | 2017-06-08 | 2017-09-15 | 安徽星宇化工有限公司 | The synthetic method of 2 pyridine carboxylic acids |
| CN109251168A (en) * | 2018-10-08 | 2019-01-22 | 盐城工学院 | A method of pyridine -2- formic acid is prepared using 2-OP rectification residue |
| CN113912533A (en) * | 2021-11-23 | 2022-01-11 | 西安凯立新材料股份有限公司 | Method for preparing 3, 6-dichloropicolinic acid |
-
2009
- 2009-04-29 CN CNA2009100314794A patent/CN101602715A/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103319401A (en) * | 2013-05-22 | 2013-09-25 | 中牧实业股份有限公司 | Technology for preparing 2-chromium picolinate through one-step method |
| CN106243027A (en) * | 2016-07-28 | 2016-12-21 | 南京红太阳生物化学有限责任公司 | A kind of preparation method of 3,6 dichloro 2 picolinic acids |
| CN106243027B (en) * | 2016-07-28 | 2019-03-05 | 南京红太阳生物化学有限责任公司 | A kind of preparation method of 3,6- dichloro-2-pyridyl carboxylic acid |
| CN107162959A (en) * | 2017-06-08 | 2017-09-15 | 安徽星宇化工有限公司 | The synthetic method of 2 pyridine carboxylic acids |
| CN109251168A (en) * | 2018-10-08 | 2019-01-22 | 盐城工学院 | A method of pyridine -2- formic acid is prepared using 2-OP rectification residue |
| CN109251168B (en) * | 2018-10-08 | 2022-10-18 | 盐城工学院 | Method for preparing pyridine-2-formic acid by using 2-OP rectification residues |
| CN113912533A (en) * | 2021-11-23 | 2022-01-11 | 西安凯立新材料股份有限公司 | Method for preparing 3, 6-dichloropicolinic acid |
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Open date: 20091216 |