CH610877A5 - Process for the preparation of o-(2,6-dichloroanilino)phenylacetic acid and of the addition salts of this acid - Google Patents
Process for the preparation of o-(2,6-dichloroanilino)phenylacetic acid and of the addition salts of this acidInfo
- Publication number
- CH610877A5 CH610877A5 CH379076A CH379076A CH610877A5 CH 610877 A5 CH610877 A5 CH 610877A5 CH 379076 A CH379076 A CH 379076A CH 379076 A CH379076 A CH 379076A CH 610877 A5 CH610877 A5 CH 610877A5
- Authority
- CH
- Switzerland
- Prior art keywords
- acid
- dichloroanilino
- compound
- preparation
- addition salts
- Prior art date
Links
- DCOPUUMXTXDBNB-UHFFFAOYSA-N diclofenac Chemical compound OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl DCOPUUMXTXDBNB-UHFFFAOYSA-N 0.000 title abstract 2
- 150000003839 salts Chemical class 0.000 title abstract 2
- 239000002253 acid Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- HOLHYSJJBXSLMV-UHFFFAOYSA-N 2,6-dichlorophenol Chemical compound OC1=C(Cl)C=CC=C1Cl HOLHYSJJBXSLMV-UHFFFAOYSA-N 0.000 abstract 1
- 238000006816 Chapman rearrangement reaction Methods 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 239000000730 antalgic agent Substances 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000000041 non-steroidal anti-inflammatory agent Substances 0.000 abstract 1
- 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/12—Formation of amino and carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/40—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino groups bound to carbon atoms of at least one six-membered aromatic ring and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/42—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino groups bound to carbon atoms of at least one six-membered aromatic ring and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton with carboxyl groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by saturated carbon chains
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Substituted phenyl N-(2,6-dichlorophenyl)benzymidate, obtained by condensation of a salt of 2,6-dichlorophenol with the imidoyl chloride, is converted by the Chapman rearrangement to the compound of formula <IMAGE> in which Q is a radical chosen from the cyano and alkoxycarbonyl groups and Z is a substituted or unsubstituted phenyl group. By hydrolysis of the compound (III), o-(2,6-dichloroanilino)phenylacetic acid is obtained. This compound is useful as an analgesic and non-steroidal anti-inflammatory agent.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP50038682A JPS51113842A (en) | 1975-03-31 | 1975-03-31 | Process for preparing o-(2,6-dichloroanilino)phenyl acetic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH610877A5 true CH610877A5 (en) | 1979-05-15 |
Family
ID=12532044
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH379076A CH610877A5 (en) | 1975-03-31 | 1976-03-26 | Process for the preparation of o-(2,6-dichloroanilino)phenylacetic acid and of the addition salts of this acid |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS51113842A (en) |
| AU (1) | AU504223B2 (en) |
| CA (1) | CA1050565A (en) |
| CH (1) | CH610877A5 (en) |
| DE (1) | DE2613838A1 (en) |
| DK (1) | DK157576A (en) |
| FI (1) | FI760842A (en) |
| FR (1) | FR2306196A1 (en) |
| GB (1) | GB1532087A (en) |
| GR (1) | GR59322B (en) |
| NL (1) | NL7603348A (en) |
| NO (1) | NO144667C (en) |
| SE (1) | SE413314B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5815940A (en) | 1981-07-23 | 1983-01-29 | Eisai Co Ltd | Polyprenyl compound, its preparation and drug containing the same |
| ES2065928T3 (en) * | 1989-01-27 | 1995-03-01 | Heumann Pharma Gmbh & Co | PROCEDURE FOR THE MANUFACTURE OF 2,6-DICHLORODIFENYLAMINACETIC ACID DERIVATIVES. |
| CN108947861A (en) * | 2018-08-17 | 2018-12-07 | 复旦大学 | The synthetic method of C14H10Cl2NNaO2 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1053269A (en) * | 1964-11-27 |
-
1975
- 1975-03-31 JP JP50038682A patent/JPS51113842A/en active Granted
-
1976
- 1976-03-25 AU AU12370/76A patent/AU504223B2/en not_active Expired
- 1976-03-26 CH CH379076A patent/CH610877A5/en not_active IP Right Cessation
- 1976-03-26 GR GR50400A patent/GR59322B/en unknown
- 1976-03-26 GB GB12175/76A patent/GB1532087A/en not_active Expired
- 1976-03-30 SE SE7603779A patent/SE413314B/en unknown
- 1976-03-30 NO NO761097A patent/NO144667C/en unknown
- 1976-03-30 FI FI760842A patent/FI760842A/fi not_active Application Discontinuation
- 1976-03-30 CA CA249,128A patent/CA1050565A/en not_active Expired
- 1976-03-31 FR FR7609273A patent/FR2306196A1/en active Granted
- 1976-03-31 DE DE19762613838 patent/DE2613838A1/en not_active Withdrawn
- 1976-03-31 DK DK157576A patent/DK157576A/en not_active IP Right Cessation
- 1976-03-31 NL NL7603348A patent/NL7603348A/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| JPS51113842A (en) | 1976-10-07 |
| FR2306196B1 (en) | 1979-06-29 |
| NL7603348A (en) | 1976-10-04 |
| SE413314B (en) | 1980-05-19 |
| SE7603779L (en) | 1976-10-01 |
| NO761097L (en) | 1976-10-01 |
| FI760842A (en) | 1976-10-01 |
| JPS565218B2 (en) | 1981-02-04 |
| AU1237076A (en) | 1977-09-29 |
| GR59322B (en) | 1977-12-13 |
| GB1532087A (en) | 1978-11-15 |
| DK157576A (en) | 1976-10-01 |
| NO144667C (en) | 1981-10-14 |
| AU504223B2 (en) | 1979-10-04 |
| NO144667B (en) | 1981-07-06 |
| CA1050565A (en) | 1979-03-13 |
| DE2613838A1 (en) | 1976-10-07 |
| FR2306196A1 (en) | 1976-10-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |