AU2018100423A4 - Drugs intermediates 2,5-dichlorobenzoic acid synthesis method - Google Patents
Drugs intermediates 2,5-dichlorobenzoic acid synthesis method Download PDFInfo
- Publication number
- AU2018100423A4 AU2018100423A4 AU2018100423A AU2018100423A AU2018100423A4 AU 2018100423 A4 AU2018100423 A4 AU 2018100423A4 AU 2018100423 A AU2018100423 A AU 2018100423A AU 2018100423 A AU2018100423 A AU 2018100423A AU 2018100423 A4 AU2018100423 A4 AU 2018100423A4
- Authority
- AU
- Australia
- Prior art keywords
- solution
- added
- mass fraction
- washed
- mol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
Classifications
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
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 5 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 10 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
FIELD OF THE INVENTION
The present invention relates to drugs intermediates 2,5-dichlorobenzoic acid 5 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 tetrahydro furan 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
2018100423 01 Apr 2018 chloride described in step (i) is 15-22%, the mass traction 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
2018100423 01 Apr 2018
110 °C, dehydrated with anhydrous sodium sulfate dehydrating agent, finally obtained
2,5-dichlorobenzoic acid 351.44g,yield of 92%.
Embodiment 2
2 mol 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 rpm, 3.5 mol cobalt naphthenate was added by 4 times, each time the interval was about 35 min, continued to react for 110 min, 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 tetrahydro furan 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 tetrahydro furan 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%.
2018100423 01 Apr 2018
Claims (3)
- Claims1. 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 5 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 acid10 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 tetrahydro furan 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 potassium15 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 to20 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 15-2025 kPa.
Applications Claiming Priority (2)
| 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 |
| CN2017102187410 | 2017-04-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2018100423A4 true AU2018100423A4 (en) | 2018-05-17 |
Family
ID=59220646
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2018100423A Ceased AU2018100423A4 (en) | 2017-04-05 | 2018-04-01 | 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) |
-
2017
- 2017-04-05 CN CN201710218741.0A patent/CN108238900A/en active Pending
- 2017-05-22 GB GBGB1708119.1A patent/GB201708119D0/en not_active Ceased
-
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 |
|---|---|
| IES86994B2 (en) | 2019-05-01 |
| CN108238900A (en) | 2018-07-03 |
| IES20180089A2 (en) | 2019-04-03 |
| GB201708119D0 (en) | 2017-07-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP3438271A3 (en) | Decanedioic acid produced by microbial fermentation and preparation method thereof | |
| CN105254603A (en) | Synthetic technology of furan ammonium salt | |
| DE102009024402A1 (en) | A process for producing an anti-aging agent, a vulcanization accelerator or a modified natural rubber by means of a microorganism or a plant | |
| WO2013085361A3 (en) | Mutant microorganism having a high 4-hydroxybutyric acid production capacity, and method for preparing 4-hydroxybutyric acid using same | |
| AU2018100423A4 (en) | Drugs intermediates 2,5-dichlorobenzoic acid synthesis method | |
| CN105348249B (en) | A kind of synthetic method of the ketone of 4 chloromethyl, 5 methyl, 1,3 dioxole 2 | |
| CN104892476B (en) | Synthesis method of Tiamulin | |
| CN109369611A (en) | A kind of synthetic method of 4- chlorothiophene -2- carbonyl derivative | |
| CN107721912B (en) | Preparation method of 2-chloro-5-methylpyridine | |
| AU2018100387A4 (en) | Organic synthesis intermediates m-aminobenzenesulfonic acid synthesis method | |
| AU2018100416A4 (en) | Pharmaceutical raw materials hexafluoroacetone synthesis method | |
| CN104402752A (en) | Preparation method of 1,1'-cyclohexyl monoamide | |
| AU2018100420A4 (en) | Organic synthesis raw materials valeric acid synthesis method | |
| IES86996B2 (en) | Organic synthesis intermediates m-aminobenzenesulfonic acid synthesis method | |
| AU2018100364A4 (en) | Rivanol medicine intermediates 2-chloro-4-nitrobenzoic acid synthesis method | |
| AU2018100362A4 (en) | Organic synthesis intermediates N-propenyl urea synthesis method | |
| AU2018100367A4 (en) | Fluconazole drugs intermediates 2,4-dinitrobenzoic acid synthesis method | |
| AU2018100365A4 (en) | Antagonists medicine intermediates o-nitrobenzoic acid synthesis method | |
| CN105669606B (en) | A kind of industrialized process for preparing of high-optical-purity 1 [furyl of tetrahydrochysene 2] ethyl ketone | |
| AU2018100388A4 (en) | Medicine intermediates sulfanilic acid synthesis method | |
| AU2018100391A4 (en) | Organic synthesis intermediates 2-aminobenzothiazole synthesis method | |
| AU2018100415A4 (en) | Drugs intermediates 1,4-dibromo-2,3-butanediol synthesis method | |
| AU2018100396A4 (en) | Medicine intermediates 2,4-difluorobenzoic acid synthesis method | |
| AU2018101117A4 (en) | Drug intermediates 3-oxoheptanone ethylene glycol synthesis method | |
| AU2018100386A4 (en) | Drug intermediates o-aminobenzaldehyde synthesis method |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FGI | Letters patent sealed or granted (innovation patent) | ||
| MK22 | Patent ceased section 143a(d), or expired - non payment of renewal fee or expiry |