IE32261B1 - Production of a fluorophenyl salicylic acid derivative - Google Patents
Production of a fluorophenyl salicylic acid derivativeInfo
- Publication number
- IE32261B1 IE32261B1 IE943/68A IE94368A IE32261B1 IE 32261 B1 IE32261 B1 IE 32261B1 IE 943/68 A IE943/68 A IE 943/68A IE 94368 A IE94368 A IE 94368A IE 32261 B1 IE32261 B1 IE 32261B1
- Authority
- IE
- Ireland
- Prior art keywords
- acetyl
- fluorophenyl
- salicylic acid
- chloride
- aug
- Prior art date
Links
- -1 fluorophenyl salicylic acid derivative Chemical class 0.000 title abstract 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- ZHTQGJBRLIOCLL-UHFFFAOYSA-N acetyl 5-(4-fluorophenyl)-2-hydroxybenzoate Chemical compound C(C)(=O)OC(C=1C(O)=CC=C(C1)C1=CC=C(C=C1)F)=O ZHTQGJBRLIOCLL-UHFFFAOYSA-N 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- CUXSCHTUWINJSV-UHFFFAOYSA-N 5-(4-fluorophenyl)-2-hydroxybenzoic acid Chemical compound C1=C(O)C(C(=O)O)=CC(C=2C=CC(F)=CC=2)=C1 CUXSCHTUWINJSV-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- HETCEOQFVDFGSY-UHFFFAOYSA-N Isopropenyl acetate Chemical compound CC(=C)OC(C)=O HETCEOQFVDFGSY-UHFFFAOYSA-N 0.000 abstract 1
- TUCNEACPLKLKNU-UHFFFAOYSA-N acetyl Chemical compound C[C]=O TUCNEACPLKLKNU-UHFFFAOYSA-N 0.000 abstract 1
- FXXACINHVKSMDR-UHFFFAOYSA-N acetyl bromide Chemical compound CC(Br)=O FXXACINHVKSMDR-UHFFFAOYSA-N 0.000 abstract 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 abstract 1
- 239000012346 acetyl chloride Substances 0.000 abstract 1
- KLUDQUOLAFVLOL-UHFFFAOYSA-N acetyl propanoate Chemical compound CCC(=O)OC(C)=O KLUDQUOLAFVLOL-UHFFFAOYSA-N 0.000 abstract 1
- 239000012345 acetylating agent Substances 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 125000005159 cyanoalkoxy group Chemical group 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000002989 phenols Chemical class 0.000 abstract 1
- KHUXNRRPPZOJPT-UHFFFAOYSA-N phenoxy radical Chemical compound O=C1C=C[CH]C=C1 KHUXNRRPPZOJPT-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/60—Salicylic acid; Derivatives thereof
- A61K31/612—Salicylic acid; Derivatives thereof having the hydroxy group in position 2 esterified, e.g. salicylsulfuric acid
- A61K31/616—Salicylic acid; Derivatives thereof having the hydroxy group in position 2 esterified, e.g. salicylsulfuric acid by carboxylic acids, e.g. acetylsalicylic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
- C07C69/86—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with esterified hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/94—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of polycyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Bag Frames (AREA)
Abstract
1,204,970. O-Acetyl-5-(4-fluorophenyl) salicylic acid. MERCK & CO. Inc. 12 Aug., 1968 [14 Aug., 1967], No. 38482/68. Heading C2C. O - Acetyl - 5 - (4 - fluorophenyl) salicylic acid is prepared by reacting 5-(4-fluorophenyl) salicylic acid with an agent capable of forming an acetyl radical which is reactive with phenolic hydroxyl groups or with a phenol derivative capable of providing the phenoxy radical. Preferred acetylating agents are acetic anhydride, acetyl chloride, acetyl bromide, acetic propionic anhydride; and isopropenyl acetate. Other agents have the formula CH 3 COX, where X is I, F, N 3 , phenoxy, 2,4-dinitrophenoxy, phenylmercapto, p-nitrophenylmercapto, imidazolyl, alkoxy, hydroxy, carbodiimidoxyl, α,#-unsaturated alkenoxy, aliphatic acyloxy, organophosphato, dialkyl arseno, sulphonoxy, cyanoalkoxy, N-methyl pyrroliniumoxy chloride and N,N-dimethyliminiumacetoxy chloride. The reaction may be effected in presence or absence of acidic or basic catalysts.
[GB1204970A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA997829 | 1967-08-14 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE32261L IE32261L (en) | 1969-02-14 |
| IE32261B1 true IE32261B1 (en) | 1973-05-30 |
Family
ID=4142993
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE943/68A IE32261B1 (en) | 1967-08-14 | 1968-08-06 | Production of a fluorophenyl salicylic acid derivative |
Country Status (14)
| Country | Link |
|---|---|
| AT (1) | AT283339B (en) |
| BE (1) | BE719415A (en) |
| CH (1) | CH500158A (en) |
| DE (1) | DE1793121A1 (en) |
| ES (1) | ES357104A1 (en) |
| FI (1) | FI49152C (en) |
| FR (1) | FR1589699A (en) |
| GB (1) | GB1204970A (en) |
| IE (1) | IE32261B1 (en) |
| IL (1) | IL30497A0 (en) |
| NL (1) | NL6811554A (en) |
| NO (1) | NO123846B (en) |
| SE (1) | SE353713B (en) |
| YU (1) | YU32384B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4068082A (en) * | 1971-03-02 | 1978-01-10 | Lee Pharmaceuticals | Process for preparing esters |
-
1968
- 1968-08-05 IL IL30497A patent/IL30497A0/en unknown
- 1968-08-06 DE DE19681793121 patent/DE1793121A1/en active Pending
- 1968-08-06 YU YU1877/68A patent/YU32384B/en unknown
- 1968-08-06 IE IE943/68A patent/IE32261B1/en unknown
- 1968-08-06 CH CH1174368A patent/CH500158A/en not_active IP Right Cessation
- 1968-08-08 AT AT777568A patent/AT283339B/en not_active IP Right Cessation
- 1968-08-08 FI FI682243A patent/FI49152C/en active
- 1968-08-09 ES ES357104A patent/ES357104A1/en not_active Expired
- 1968-08-12 GB GB38482/68A patent/GB1204970A/en not_active Expired
- 1968-08-12 SE SE10828/68A patent/SE353713B/xx unknown
- 1968-08-13 BE BE719415D patent/BE719415A/xx unknown
- 1968-08-13 NO NO3174/68A patent/NO123846B/no unknown
- 1968-08-14 NL NL6811554A patent/NL6811554A/xx unknown
- 1968-08-14 FR FR1589699D patent/FR1589699A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| YU32384B (en) | 1974-10-31 |
| IL30497A0 (en) | 1968-10-24 |
| FR1589699A (en) | 1970-04-06 |
| FI49152B (en) | 1974-12-31 |
| AT283339B (en) | 1970-08-10 |
| NL6811554A (en) | 1969-02-18 |
| CH500158A (en) | 1970-12-15 |
| IE32261L (en) | 1969-02-14 |
| DE1793121A1 (en) | 1971-12-23 |
| BE719415A (en) | 1969-02-13 |
| ES357104A1 (en) | 1970-02-16 |
| NO123846B (en) | 1972-01-24 |
| GB1204970A (en) | 1970-09-09 |
| YU187768A (en) | 1974-04-30 |
| FI49152C (en) | 1975-04-10 |
| SE353713B (en) | 1973-02-12 |
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