GB798633A - Aspirin - Google Patents
AspirinInfo
- Publication number
- GB798633A GB798633A GB632656A GB632656A GB798633A GB 798633 A GB798633 A GB 798633A GB 632656 A GB632656 A GB 632656A GB 632656 A GB632656 A GB 632656A GB 798633 A GB798633 A GB 798633A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acetone
- per cent
- aspirin
- solution
- salicylic acid
- 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.)
- Expired
Links
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 title abstract 8
- 229960001138 acetylsalicylic acid Drugs 0.000 title abstract 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 16
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 abstract 8
- 239000000243 solution Substances 0.000 abstract 6
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 abstract 4
- 229960004889 salicylic acid Drugs 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- 239000012452 mother liquor Substances 0.000 abstract 3
- 238000002425 crystallisation Methods 0.000 abstract 2
- 230000008025 crystallization Effects 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 230000021736 acetylation Effects 0.000 abstract 1
- 238000006640 acetylation reaction Methods 0.000 abstract 1
- 238000010923 batch production Methods 0.000 abstract 1
- 238000010924 continuous production Methods 0.000 abstract 1
- 239000013078 crystal Substances 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
- 239000012047 saturated solution Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C65/01—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups
- C07C65/03—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups monocyclic and having all hydroxy or O-metal groups bound to the ring
- C07C65/05—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups monocyclic and having all hydroxy or O-metal groups bound to the ring o-Hydroxy carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Aspirin is crystallized from acetone at a maximum solution temperature below 45 DEG C. Preferably the aspirin is dissolved in acetone at 40 DEG C. and the solution is cooled for supersaturation and crystallization to a temperature of from 10 DEG to 25 DEG C. The process may be conducted as a batch process or as a continuous process and the build up of impurities in the mother liquor is advantageously controlled by replacing a minor proportion of the mother liquor by fresh acetone. It is stated that the aspirin so produced has a free salicylic acid content of not more than 0.02 per cent by weight and that after storage at 72 DEG C. for 24 hours and 96 hours this content does not exceed 0.03 per cent and 0.035 per cent respectively and may be lower than 0.025 per cent and 0.03 per cent respectively. In examples: (1) aspirin (prepared by the acetylation of salicylic acid with acetic anhydride and acetic acid) containing 0.017 per cent free salicylic acid is dissolved in acetone at 40 DEG C., the solution is cooled over 6 hours to 10 DEG C., a seed crystal being added at 34 DEG C., and aspirin is centrifuged off, washed with acetone and dried, giving a product containing 0.003 per cent salicylic acid, the mother liquors being reused in a fresh cycle after replacement of 10 per cent thereof by the acetone wash liquor and fresh acetone; (2) the process of the invention is conducted in a continuous crystallizer, a saturated solution of aspirin in acetone at 36 DEG C. being fed to a stream of a similar solution at 25 DEG C. being continuously circulated through a supersaturator; the solution stream leaving the supersaturator at 25 DEG C. passes to a crystallization chamber from which crystallized aspirin is withdrawn and the mother liquor is mixed with solution from the dissolver and recycled to the supersaturator.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB632656A GB798633A (en) | 1956-02-29 | 1956-02-29 | Aspirin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB632656A GB798633A (en) | 1956-02-29 | 1956-02-29 | Aspirin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB798633A true GB798633A (en) | 1958-07-23 |
Family
ID=9812460
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB632656A Expired GB798633A (en) | 1956-02-29 | 1956-02-29 | Aspirin |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB798633A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104997754A (en) * | 2015-08-05 | 2015-10-28 | 青岛蓝盛洋医药生物科技有限责任公司 | Analgesic-antipyretic aspirin composition capsule |
| CN105106134A (en) * | 2015-09-23 | 2015-12-02 | 青岛华之草医药科技有限公司 | Composition granules of antipyretic analgesic anti-inflammatory medicine aspirin |
| CN108727188A (en) * | 2018-07-13 | 2018-11-02 | 黄河水利职业技术学院 | A kind of method of new catalyst synthesis aspirin |
| CN109559589A (en) * | 2019-01-24 | 2019-04-02 | 河南莱帕克物联装备技术股份有限公司 | A kind of modularization teaching of aspirin production line practices device |
-
1956
- 1956-02-29 GB GB632656A patent/GB798633A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104997754A (en) * | 2015-08-05 | 2015-10-28 | 青岛蓝盛洋医药生物科技有限责任公司 | Analgesic-antipyretic aspirin composition capsule |
| CN105106134A (en) * | 2015-09-23 | 2015-12-02 | 青岛华之草医药科技有限公司 | Composition granules of antipyretic analgesic anti-inflammatory medicine aspirin |
| CN108727188A (en) * | 2018-07-13 | 2018-11-02 | 黄河水利职业技术学院 | A kind of method of new catalyst synthesis aspirin |
| CN109559589A (en) * | 2019-01-24 | 2019-04-02 | 河南莱帕克物联装备技术股份有限公司 | A kind of modularization teaching of aspirin production line practices device |
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