IES20180107A2 - Drug intermediates parachlorobenzoic-acid synthesis method - Google Patents
Drug intermediates parachlorobenzoic-acid synthesis methodInfo
- Publication number
- IES20180107A2 IES20180107A2 IES20180107A IES20180107A2 IE S20180107 A2 IES20180107 A2 IE S20180107A2 IE S20180107 A IES20180107 A IE S20180107A IE S20180107 A2 IES20180107 A2 IE S20180107A2
- Authority
- IE
- Ireland
- Prior art keywords
- solution
- washed
- parachlorobenzoic
- temperature
- acid
- Prior art date
Links
- XRHGYUZYPHTUJZ-UHFFFAOYSA-N 4-chlorobenzoic acid Chemical compound OC(=O)C1=CC=C(Cl)C=C1 XRHGYUZYPHTUJZ-UHFFFAOYSA-N 0.000 title abstract 3
- 239000003814 drug Substances 0.000 title abstract 2
- 229940079593 drug Drugs 0.000 title abstract 2
- 239000000543 intermediate Substances 0.000 title abstract 2
- 238000001308 synthesis method Methods 0.000 title abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 3
- 239000007787 solid Substances 0.000 abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 abstract 2
- SJWFXCIHNDVPSH-UHFFFAOYSA-N octan-2-ol Chemical compound CCCCCCC(C)O SJWFXCIHNDVPSH-UHFFFAOYSA-N 0.000 abstract 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 abstract 1
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000018044 dehydration Effects 0.000 abstract 1
- 238000006297 dehydration reaction Methods 0.000 abstract 1
- 229960005215 dichloroacetic acid Drugs 0.000 abstract 1
- 239000000706 filtrate Substances 0.000 abstract 1
- 235000006408 oxalic acid Nutrition 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- -1 potassium ferricyanide Chemical compound 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 238000003756 stirring Methods 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Drug intermediates parachlorobenzoic-acid synthesis method, comprises the following steps: adding 3 L 2-chloroethanol solution to the reaction vessel, controlling the stirring speed at 90-110rpm, adding 2mol benzene solution, 3-4mol dichloroacetic acid, 30-40g potassium ferricyanide powder, raising the temperature of the solution to 70-80 °C, keeping the temperature for 70-80 min, reducing the temperature of the solution to 10-16 °C, after the solid precipitated, filter it, solid is washed with aniline solution, combined the washing solution and filtrate, adjusting the pH to 2-3 with oxalic acid solution, after the solid precipitated, washed with potassium nitratesolution, washed with 2-octanol solution, washed with 2-butoxyethanol solution, dehydrated with agent dehydration, finally get the product parachlorobenzoic acid.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710212777.8A CN108658755A (en) | 2017-04-02 | 2017-04-02 | A kind of synthetic method of pharmaceutical intermediate parachlorobenzoic-acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IES20180107A2 true IES20180107A2 (en) | 2019-11-13 |
Family
ID=58682476
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IES20180107 IES20180107A2 (en) | 2017-04-02 | 2018-04-03 | Drug intermediates parachlorobenzoic-acid synthesis method |
Country Status (4)
| Country | Link |
|---|---|
| CN (1) | CN108658755A (en) |
| AU (1) | AU2018100395A4 (en) |
| GB (1) | GB201705534D0 (en) |
| IE (1) | IES20180107A2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP4455127A1 (en) * | 2023-04-26 | 2024-10-30 | Ecole Polytechnique Federale De Lausanne (Epfl) | Arene-chlorination using chlorinated waste |
-
2017
- 2017-04-02 CN CN201710212777.8A patent/CN108658755A/en active Pending
- 2017-04-05 GB GBGB1705534.4A patent/GB201705534D0/en not_active Ceased
-
2018
- 2018-03-29 AU AU2018100395A patent/AU2018100395A4/en not_active Ceased
- 2018-04-03 IE IES20180107 patent/IES20180107A2/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CN108658755A (en) | 2018-10-16 |
| GB201705534D0 (en) | 2017-05-17 |
| AU2018100395A4 (en) | 2018-05-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FJ9A | Application deemed to be withdrawn section 31(3) |