CN1405155A - 5-chloro-8-hydroxyquinoline preparation method - Google Patents
5-chloro-8-hydroxyquinoline preparation method Download PDFInfo
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- CN1405155A CN1405155A CN 02138551 CN02138551A CN1405155A CN 1405155 A CN1405155 A CN 1405155A CN 02138551 CN02138551 CN 02138551 CN 02138551 A CN02138551 A CN 02138551A CN 1405155 A CN1405155 A CN 1405155A
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- chloro
- oxine
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Abstract
The preparation method of 5-chloro-8-hydroxyquinoline includes the following processes: a. chloridization; b. extraction; c. neutralization; d. washing with water; e. separation; and f. drying. Said invention possesses the following advantages: at the same time of chloridization reaction the hydrogen chloride gas can be produced, can be absorbed and made into hydrochloric acid for recovery and reuse, so that it has no discharge of three wastes, and its cost is low and its product content is high.
Description
Technical field
The present invention relates to chemical field, especially a kind of preparation method of 5-chloro-oxine.
Background technology
5-chloro-oxine is the important intermediate of synthesizing fungicide, the preparation method of 5-chloro-oxine has multiple, Japanese Patent JP73-12, and No. 745 is raw material with 4 chloro-2-amino-phenols, in the presence of organic acid, generate 5-chloro-oxine with acrolein reaction about 100 ℃, the shortcoming of this technology is that propenal is the very strong utmost point venom body of pungency, boiling point is less than 55 ℃, and temperature of reaction surpasses boiling point, and is greatly dangerous, is not fit to suitability for industrialized production.Another technology is Russ P USSR591, and No. 467 is to be raw material with the oxine, carries out the synthetic 5-chloro-oxine of chlorination with chlorine in hydrochloric acid, and this technology shortcoming is a poor selectivity, and product purity is poor.
Summary of the invention
In order to overcome the deficiency of existing technology, the invention provides a kind of preparation method of 5-chloro-oxine, utilize the prepared 5-chloro-oxine of this technology, content is greater than 99%.
The technical solution adopted for the present invention to solve the technical problems is: a kind of preparation method of 5-chloro-oxine, have following technical process: a, chloro, with the oxine is raw material, carry out chlorination with chlorizating agent under 20 ℃～100 ℃ condition, reaction generates 5-chloro-oxine hydrochloride; B, extraction, isolated 5-chloro-oxine hydrochloride carries out single extraction at least with mineral acid; C, neutralization, the 5-chloro-oxine hydrochloride after the extraction neutralizes with alkali lye, after isolate 5-chloro-oxine; D, washing; E, separation; F, drying get highly purified 5-chloro-oxine.
In the described a step, chlorizating agent is the chlorine that generates with hydrochloric acid and hydroperoxidation.
In the described b step, mineral acid is mineral acids such as hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, preferred hydrochloric acid.
In the described c step, alkali lye is KOH, K
2CO
3, NaOH, Na
2CO
3, NH
4The OH aqueous solution, the preferred NaOH aqueous solution.
In the described f step, drying is in vacuum-drying below 60 ℃.
Advantage of the present invention is, generates hydrogen chloride gas simultaneously at chlorination, can absorb to make the hydrochloric acid recovery set and use, thereby quantity of three wastes is few in the production process, in mineral acid extraction and the alkali lye and the mineral acid and the alkali lye of usefulness be common bronsted lowry acids and bases bronsted lowry, cost is low, easy to make, pollute and lack, finished product content height.
Embodiment
The preparation of 5-chloro-oxine:
In chlorination tank, drop into 1500Kg hydrochloric acid and 250Kg8-hydroxyquinoline, under the temperature of setting, drip 150KG superchlorination hydrogen solution, insulation reaction 2 hours, the cooling suction filtration, filtrate hydrochloric acid is applied mechanically, isolated 5-chloro-oxine hydrochloride separates after with 3 * 500Kg hcl as extraction agent
5-chloro-oxine hydrochloride after the extraction adds in the 1000Kg water, adds 30%NaOH solution to PH=6.5, after isolate 5-chloro-oxine,
Join 1000Kg water, the washing back is centrifugal, and product gets highly purified 5-chloro-oxine through rinsing vacuum-drying, and GC analyzes content greater than 99.0%.
Claims (7)
1. the preparation method of a 5-chloro-oxine, it is characterized in that having following technical process: a, chloro, with the oxine is raw material, carries out chlorination with chlorizating agent under 20 ℃～100 ℃ condition, and reaction generates 5-chloro-oxine hydrochloride; B, extraction, isolated 5-chloro-oxine hydrochloride carries out single extraction at least with mineral acid; C, neutralization, the 5-chloro-oxine hydrochloride after the extraction neutralizes with alkali lye, after isolate 5-chloro-oxine; D, washing; E, separation; F, drying get highly purified 5-chloro-oxine.
2. the preparation method of 5-chloro-oxine according to claim 1 is characterized in that: in the described a step, chlorizating agent is the chlorine that generates with hydrochloric acid and hydroperoxidation.
3. the preparation method of 5-chloro-oxine according to claim 1 is characterized in that: in the described b step, mineral acid is mineral acids such as hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid.
4. the preparation method of 5-chloro-oxine according to claim 3 is characterized in that: described mineral acid is a hydrochloric acid.
5. the preparation method of 5-chloro-oxine according to claim 1 is characterized in that: in the described c step, alkali lye is KOH, K
2CO
3, NaOH, Na
2CO
3, NH
4The OH aqueous solution.
6. the preparation method of 5-chloro-oxine according to claim 5 is characterized in that: described alkali lye is the NaOH aqueous solution.
7. the preparation method of 5-chloro-oxine according to claim 1 is characterized in that: in the described f step, drying is in vacuum-drying below 60 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02138551 CN1405155A (en) | 2002-11-04 | 2002-11-04 | 5-chloro-8-hydroxyquinoline preparation method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02138551 CN1405155A (en) | 2002-11-04 | 2002-11-04 | 5-chloro-8-hydroxyquinoline preparation method |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1405155A true CN1405155A (en) | 2003-03-26 |
Family
ID=4749557
Family Applications (1)
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|---|---|---|---|
| CN 02138551 Pending CN1405155A (en) | 2002-11-04 | 2002-11-04 | 5-chloro-8-hydroxyquinoline preparation method |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102267943A (en) * | 2011-07-29 | 2011-12-07 | 江苏力达宁化工有限公司 | Method for preparing 5-chloro-8-hydroxyquinoline |
| CN103524411A (en) * | 2013-10-21 | 2014-01-22 | 哈尔滨理工大学 | Synthetic method of 5-cholro-8-quinoline oxyacetic acid |
| CN105693604A (en) * | 2016-03-31 | 2016-06-22 | 苏州华道生物药业股份有限公司 | Production technique of halquinol |
| CN113527370A (en) * | 2021-08-26 | 2021-10-22 | 玉林师范学院 | Quinoline iridium complex targeting lung cancer cisplatin drug-resistant cells and synthesis method and application thereof |
-
2002
- 2002-11-04 CN CN 02138551 patent/CN1405155A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102267943A (en) * | 2011-07-29 | 2011-12-07 | 江苏力达宁化工有限公司 | Method for preparing 5-chloro-8-hydroxyquinoline |
| CN103524411A (en) * | 2013-10-21 | 2014-01-22 | 哈尔滨理工大学 | Synthetic method of 5-cholro-8-quinoline oxyacetic acid |
| CN105693604A (en) * | 2016-03-31 | 2016-06-22 | 苏州华道生物药业股份有限公司 | Production technique of halquinol |
| CN113527370A (en) * | 2021-08-26 | 2021-10-22 | 玉林师范学院 | Quinoline iridium complex targeting lung cancer cisplatin drug-resistant cells and synthesis method and application thereof |
| CN113527370B (en) * | 2021-08-26 | 2022-07-15 | 玉林师范学院 | Quinoline iridium complex targeting lung cancer cisplatin drug-resistant cells and synthesis method and application thereof |
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