IE41582L - 4-(2, 4-difluorophenyl) phenol derivatives. - Google Patents
4-(2, 4-difluorophenyl) phenol derivatives.Info
- Publication number
- IE41582L IE41582L IE751582A IE158275A IE41582L IE 41582 L IE41582 L IE 41582L IE 751582 A IE751582 A IE 751582A IE 158275 A IE158275 A IE 158275A IE 41582 L IE41582 L IE 41582L
- Authority
- IE
- Ireland
- Prior art keywords
- difluorophenyl
- formula
- compound
- stage
- phenol derivatives
- Prior art date
Links
- ASOVDRYKVVVCIA-UHFFFAOYSA-N 4-(2,4-difluorophenyl)phenol Chemical class C1=CC(O)=CC=C1C1=CC=C(F)C=C1F ASOVDRYKVVVCIA-UHFFFAOYSA-N 0.000 title abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- UEMGWPRHOOEKTA-UHFFFAOYSA-N 1,3-difluorobenzene Chemical compound FC1=CC=CC(F)=C1 UEMGWPRHOOEKTA-UHFFFAOYSA-N 0.000 abstract 1
- JVHAJKHGPDDEEU-UHFFFAOYSA-N 2,4-difluoro-1-phenylbenzene Chemical group FC1=CC(F)=CC=C1C1=CC=CC=C1 JVHAJKHGPDDEEU-UHFFFAOYSA-N 0.000 abstract 1
- UVNBLIFEQQFJMM-UHFFFAOYSA-N 2,4-difluorobenzenediazonium Chemical class FC1=CC=C([N+]#N)C(F)=C1 UVNBLIFEQQFJMM-UHFFFAOYSA-N 0.000 abstract 1
- 239000000730 antalgic agent Substances 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 230000001754 anti-pyretic effect Effects 0.000 abstract 1
- 239000002221 antipyretic Substances 0.000 abstract 1
- CIZVQWNPBGYCGK-UHFFFAOYSA-N benzenediazonium Chemical class N#[N+]C1=CC=CC=C1 CIZVQWNPBGYCGK-UHFFFAOYSA-N 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- HUPFGZXOMWLGNK-UHFFFAOYSA-N diflunisal Chemical compound C1=C(O)C(C(=O)O)=CC(C=2C(=CC(F)=CC=2)F)=C1 HUPFGZXOMWLGNK-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/01—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
- C07C37/055—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group
- C07C37/0555—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group being esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
- C07C49/813—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/15—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction of organic compounds with carbon dioxide, e.g. Kolbe-Schmitt synthesis
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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
5-(2,4-Difluorophenyl)-salicylic acid of the formula I <IMAGE> is obtained when a) a 4-(2,4-difluorophenyl)-oxo-C1-C4-alkyl compound (II) is oxidised to a corresponding ester, the latter is hydrolysed, in stage b), to give 4-(2,4-difluorophenyl)-phenol and finally, in stage c), the carboxyl group is introduced into the ring carrying the hydroxyl group. The compound of the formula (II) is prepared by reacting a 2,4-difluorobenzenediazonium salt with benzene or a benzenediazonium salt with 2,4-difluorobenzene and acylating the resulting 2,4-difluorobiphenyl. The compound of formula I can be used as an anti-inflammatory, antipyretic and analgesic agent.
[GB1496231A]
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IE633/78A IE41583B1 (en) | 1974-07-22 | 1975-07-16 | Preparation of 2,4 - diflurobiphenyl |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US49062074A | 1974-07-22 | 1974-07-22 | |
| US56720175A | 1975-04-16 | 1975-04-16 | |
| US05/571,165 US3992459A (en) | 1975-05-01 | 1975-05-01 | Preparation of biphenyl compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE41582L true IE41582L (en) | 1976-01-22 |
| IE41582B1 IE41582B1 (en) | 1980-02-13 |
Family
ID=27413871
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1582/75A IE41582B1 (en) | 1974-07-22 | 1975-07-16 | 4-(2,4-difluorophenyl )phenol derivatives |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS5134135A (en) |
| CH (1) | CH615146A5 (en) |
| DE (1) | DE2532559C3 (en) |
| DK (1) | DK145643C (en) |
| FR (1) | FR2288729A1 (en) |
| GB (2) | GB1496232A (en) |
| IE (1) | IE41582B1 (en) |
| LU (1) | LU73032A1 (en) |
| NL (1) | NL188689C (en) |
| NO (1) | NO143874C (en) |
| SE (1) | SE428560B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4216340A (en) * | 1979-05-02 | 1980-08-05 | Merck & Co., Inc. | Preparation of 5-(2,4-difluorophenyl)salicylic acid and derivatives |
| IT1133963B (en) * | 1980-10-21 | 1986-07-24 | D & D Srl | PYRIDOXY DERIVATIVES FOR THERAPEUTIC ACTIVITIES, PROCEDURE FOR THEIR PREPARATION AND RELATED PHARMACEUTICAL COMPOSITIONS |
| US4482502A (en) * | 1983-04-25 | 1984-11-13 | Ethyl Corporation | Preparation of biaryl compounds |
| JPH0582493U (en) * | 1992-04-06 | 1993-11-09 | 株式会社エースプレミアム | Traveling toys |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NO120372B (en) * | 1966-09-08 | 1970-10-12 | Merck & Co Ltd | |
| US3714226A (en) * | 1970-06-09 | 1973-01-30 | Merck & Co Inc | Phenyl benzoic acid compounds |
| GB1359987A (en) * | 1970-10-12 | 1974-07-17 | Boots Co Ltd | 2-substituted biphenylyl propionic acids |
| JPS4916419A (en) * | 1972-05-31 | 1974-02-13 |
-
1975
- 1975-07-07 SE SE7507764A patent/SE428560B/en not_active IP Right Cessation
- 1975-07-08 NL NLAANVRAGE7508127,A patent/NL188689C/en not_active IP Right Cessation
- 1975-07-09 DK DK310075A patent/DK145643C/en not_active IP Right Cessation
- 1975-07-10 NO NO752482A patent/NO143874C/en unknown
- 1975-07-16 IE IE1582/75A patent/IE41582B1/en unknown
- 1975-07-16 GB GB6938/77A patent/GB1496232A/en not_active Expired
- 1975-07-16 GB GB29879/75A patent/GB1496231A/en not_active Expired
- 1975-07-17 FR FR7522332A patent/FR2288729A1/en active Granted
- 1975-07-21 LU LU73032A patent/LU73032A1/xx unknown
- 1975-07-21 CH CH952775A patent/CH615146A5/en not_active IP Right Cessation
- 1975-07-21 DE DE2532559A patent/DE2532559C3/en not_active Expired
- 1975-07-22 JP JP50088944A patent/JPS5134135A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| IE41582B1 (en) | 1980-02-13 |
| NO752482L (en) | 1976-01-23 |
| NO143874B (en) | 1981-01-19 |
| FR2288729B1 (en) | 1977-12-09 |
| LU73032A1 (en) | 1976-07-01 |
| CH615146A5 (en) | 1980-01-15 |
| SE7507764L (en) | 1976-01-23 |
| DE2532559B2 (en) | 1979-02-15 |
| NO143874C (en) | 1981-04-29 |
| DK145643B (en) | 1983-01-10 |
| FR2288729A1 (en) | 1976-05-21 |
| GB1496232A (en) | 1977-12-30 |
| DK310075A (en) | 1976-01-23 |
| NL188689C (en) | 1992-09-01 |
| GB1496231A (en) | 1977-12-30 |
| NL7508127A (en) | 1976-01-26 |
| DE2532559A1 (en) | 1976-02-05 |
| JPS569496B2 (en) | 1981-03-02 |
| DK145643C (en) | 1983-07-11 |
| DE2532559C3 (en) | 1979-10-04 |
| NL188689B (en) | 1992-04-01 |
| SE428560B (en) | 1983-07-11 |
| JPS5134135A (en) | 1976-03-23 |
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