IES86994B2 - Drugs intermediates 2,5-dichlorobenzoic acid synthesis method - Google Patents
Drugs intermediates 2,5-dichlorobenzoic acid synthesis method Download PDFInfo
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- IES86994B2 IES86994B2 IES20180089A IES20180089A IES86994B2 IE S86994 B2 IES86994 B2 IE S86994B2 IE S20180089 A IES20180089 A IE S20180089A IE S20180089 A IES20180089 A IE S20180089A IE S86994 B2 IES86994 B2 IE S86994B2
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
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Abstract
Drugs intermediates 2,5-dichlorobenzoic acid synthesis method, comprises the following steps: 2 mol 2,5-dichloro-6-aminobenzoic acid, 3-5 mol diisobutyl adipate solution were added to the reaction vessel, the temperature of the solution was raised to 70-78 and the stirring speed was controlled at 130-160 rpm, 3-4 mol cobalt naphthenate was added by 3-5 times, each time the interval was about 30-40 min, continued to react for 90-120 min, added 1200 ml potassium chloride solution, after the solution layered, reduced the solution temperature to 10-15 °C, added oxalic acid solution to adjust the pH to 4-5, washed with potassium sulfate solution, washed with methyl tert-butyl ether solution, and washed with 2-methyl tetrahydrofuran solution, vacuum distillation, collected fractions of 110-120 °C, dehydrated with dehydrating agent, finally obtained 2,5-dichlorobenzoic acid.
Description
Drags intermediates 2,5-dichlorobenzoic acid synthesis method
FIELD OF THE INVENTION
The present invention relates to drugs intermediates 2,5-dichlorobenzoic acid synthesis method.
GENERAL BACKGROUND
2,5-dichlorobenzoic acid is mainly used as pesticides, pharmaceutical intermediates and organic synthesis intermediates for the synthesis of herbicide Kuwait beans, the grass flat. However, most of the existing synthetic methods are using that P-dichlorobenzene and phosgene react with 2,5-dichlorobenzoyl chloride, and then obtained by hydrolysis, it is complicated and the final yield is not very high. Therefore, it is necessary to propose a new synthetic method for further improving the quality and yield of the product and reducing the byproduct content, it has important economic significance.
SUMMARY
The purpose of the present invention is to provide drugs intermediates
2,5-dichlorobenzoic acid synthesis method, comprises the following steps:
(i) 2 mol 2,5-dichloro-6-aminobenzoic acid, 3-5 mol diisobutyl adipate solution were added to the reaction vessel, the temperature of the solution was raised to 70-78 °C, and the stirring speed was controlled at 130-160 rpm, 3-4 mol cobalt naphthenate was added by 3-5 times, each time the interval was about 30-40 min, continued to react for 90-120 min, added 1200 ml potassium chloride solution, after the solution layered, reduced the solution temperature to 10-15 °C, added oxalic acid solution to adjust the pH to 4-5, washed with potassium sulfate solution, washed with methyl tert-butyl ether solution, and washed with 2-methyl tetrahydrofuran solution, vacuum distillation, collected fractions of 110-120 “C, dehydrated with dehydrating agent, finally obtained 2,5-dichlorobenzoic acid; wherein, the mass fraction of the diisobutyl adipate solution in step (i) is 70-76%, the he mass fraction of potassium chloride described in step (i) is 15-22%, the mass fraction of oxalic acid solution in step (i) is 20-25%, the mass fraction of the potassium sulfate solution in step (i) is 10-18%, the mass fraction of the methyl tert-butyl ether solution in step (i) is 80-85%, the mass fraction of the 2-methyltetrahydrofuran solution of step (i) is 90-96% and the pressure under vacuum distillation described in step (i) is 15-20 kPa..
Throughout the reaction process can be the following reaction formula:
Advantage of the present invention is that: reducing intermediate links reaction, decreasing the reaction time and improving the reaction yield.
DETAILED DESCRIPTION OF PREFERRED EMBODIMENTS
The following examples with reference to specific embodiments of the present invention are further illustrated:
drugs intermediates 2,5-dichlorobenzoic acid synthesis method.
Embodiment 1 mol 2,5-dichloro-6-aminobenzoic acid, 3 mol diisobutyl adipate solution with a mass fraction of 70% were added to the reaction vessel, the temperature of the solution was raised to 70 ”C, and the stirring speed was controlled at 130 rpm, 3 mol cobalt naphthenate was added by 3 times, each time the interval was about 30 min, continued to react for 90 min, added 1200 ml potassium chloride solution with a mass fraction of 15%, after the solution layered, reduced the solution temperature to 10 “C, added oxalic acid solution with a mass fraction of 20% to adjust the pH to 4, washed with potassium sulfate solution with a mass fraction of 10%, washed with methyl tert-butyl ether solution with a mass fraction of 80%, and washed with 2-methyl tetrahydrofuran solution with a mass fraction of 90%, 15 kPa vacuum distillation, collected fractions of
110 °C, dehydrated with anhydrous sodium sulfate dehydrating agent, finally obtained
2,5-dichlorobenzoic acid 351.44g,yield of 92%.
Embodiment 2 moi 2,5-dichloro-6-aminobenzoic acid, 4 mol diisobutyl adipate solution with a mass fraction of 73% were added to the reaction vessel, the temperature of the solution was raised to 75 °C, and the stirring speed was controlled at 140 ipm, 3.5 mol cobalt naphthenate was added by 4 times, each time the interval was about 35 min, continued to react for 110 mm, added 1200 ml potassium chloride solution with a mass fraction of 18%, after the solution layered, reduced the solution temperature to 12 C, added oxalic acid solution with a mass fraction of 22% to adjust the pH to 4.5, washed with potassium sulfate solution with a mass fraction of 14%, washed with methyl tert-butyl ether solution with a mass fraction of 80%, and washed with 2-methyl tetrahydrofuran solution with a mass fraction of 93%, 18 kPa vacuum distillation, collected fractions of 115 C, dehydrated with dehydrating agent, finally obtained 2,5-dichlorobenzoic acid 359.08g,yield of 94%.
Embodiment 3 mol 2,5-dichloro-6-aminobenzoic acid, 5 mol diisobutyl adipate solution with a mass fraction of 76% were added to the reaction vessel, the temperature of the solution was raised to 78 “C, and the stirring speed was controlled at 160 rpm, 4 mol cobalt naphthenate was added by 5 times, each time the interval was about 40 min, continued to react for 120 min, added 1200 ml potassium chloride solution with a mass fraction of 22%, after the solution layered, reduced the solution temperature to 15 °C, added oxalic acid solution with a mass fraction of 25% to adjust the pH to 5, washed with potassium sulfate solution with a mass fraction of 18%, washed with methyl tert-butyl ether solution with a mass fraction of 85%, and washed with 2-methyl tetrahydrofuran solution with a mass fraction of 96%, 20 kPa vacuum distillation, collected fractions of 120 °C, dehydrated with dehydrating agent, finally obtained 2,5-dichlorobenzoic acid 370.54g,yield of 97%.
Claims (3)
1. Drugs intermediates 2,5-dichlorobenzoic acid synthesis method, comprises the following steps: (i) 2 mol 2,5-dichloro-0-aminobenzoic acid, 3-5 mol diisobutyl adipate solution were added to the reaction vessel, the temperature of the solution was raised to 70-78 °C, and the stirring speed was controlled at 130-160 rpm, 3-4 mol cobalt naphthenate was added by 3-5 times, each time the inteival was about 30-40 min, continued to react for 90-120 min, added 1200 ml potassium chloride solution, after the solution layered, reduced the solution temperature to 10-15 °C, added oxalic acid solution to adjust the pH to 4-5, washed with potassium sulfate solution, washed with methyl tert-butyl ether solution, and washed with 2-methyl tetrahydrofuran solution, vacuum distillation, collected fractions of 110-120 “C, dehydrated with dehydrating agent, finally obtained 2,5-dichlorobenzoic acid; wherein, the mass fraction of the diisobutyl adipate solution in step (i) is 70-76%, the he mass fraction of potassium chloride described in step (i) is 15-22%, the mass fraction of oxalic acid solution in step (i) is 20-25%, the mass fraction of the potassium sulfate solution in step (i) is 10-18%, the mass fraction of the methyl tert-butyl ether solution in step (i) is 80-85%.
2. Drugs intermediates 2,5-dichlorobenzoic acid synthesis method according to claim 1 wherein the mass fraction of the 2-methyltetrahydrofuran solution of step (i) is 90-96%.
3. Drugs intermediates 2,5-dichlorobenzoic acid synthesis method according to claim 1 wherein the pressure under vacuum distillation described in step (i) is 15-20 kPa.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710218741.0A CN108238900A (en) | 2017-04-05 | 2017-04-05 | A kind of synthetic method of pharmaceutical intermediate 2,5- dichlorobenzoic acids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IES20180089A2 IES20180089A2 (en) | 2019-04-03 |
| IES86994B2 true IES86994B2 (en) | 2019-05-01 |
Family
ID=59220646
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IES20180089A IES86994B2 (en) | 2017-04-05 | 2018-04-03 | Drugs intermediates 2,5-dichlorobenzoic acid synthesis method |
Country Status (4)
| Country | Link |
|---|---|
| CN (1) | CN108238900A (en) |
| AU (1) | AU2018100423A4 (en) |
| GB (1) | GB201708119D0 (en) |
| IE (1) | IES86994B2 (en) |
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2017
- 2017-04-05 CN CN201710218741.0A patent/CN108238900A/en active Pending
- 2017-05-22 GB GBGB1708119.1A patent/GB201708119D0/en not_active Ceased
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2018
- 2018-04-01 AU AU2018100423A patent/AU2018100423A4/en not_active Ceased
- 2018-04-03 IE IES20180089A patent/IES86994B2/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN108238900A (en) | 2018-07-03 |
| IES20180089A2 (en) | 2019-04-03 |
| GB201708119D0 (en) | 2017-07-05 |
| AU2018100423A4 (en) | 2018-05-17 |
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