GB1374925A - Dihydroxy phenyl benzyl ketone derivatives - Google Patents
Dihydroxy phenyl benzyl ketone derivativesInfo
- Publication number
- GB1374925A GB1374925A GB5537172A GB5537172A GB1374925A GB 1374925 A GB1374925 A GB 1374925A GB 5537172 A GB5537172 A GB 5537172A GB 5537172 A GB5537172 A GB 5537172A GB 1374925 A GB1374925 A GB 1374925A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- alkyl
- groups
- reacting
- optionally substituted
- 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
- PRSPQRYSDMXKSO-UHFFFAOYSA-N 1-(2,3-dihydroxyphenyl)-2-phenylethanone Chemical class OC1=CC=CC(C(=O)CC=2C=CC=CC=2)=C1O PRSPQRYSDMXKSO-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 abstract 2
- IKDYFLLPTFYBQS-UHFFFAOYSA-N 1,3-dihydroxy-1,3-bis(2-hydroxyphenyl)-1,3-diphenylpropan-2-one Chemical class OC1=CC=CC=C1C(O)(C=1C=CC=CC=1)C(=O)C(O)(C=1C(=CC=CC=1)O)C1=CC=CC=C1 IKDYFLLPTFYBQS-UHFFFAOYSA-N 0.000 abstract 1
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 abstract 1
- HORQAOAYAYGIBM-UHFFFAOYSA-N 2,4-dinitrophenylhydrazine Chemical class NNC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O HORQAOAYAYGIBM-UHFFFAOYSA-N 0.000 abstract 1
- VMZCDNSFRSVYKQ-UHFFFAOYSA-N 2-phenylacetyl chloride Chemical compound ClC(=O)CC1=CC=CC=C1 VMZCDNSFRSVYKQ-UHFFFAOYSA-N 0.000 abstract 1
- FCSKOFQQCWLGMV-UHFFFAOYSA-N 5-{5-[2-chloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole Chemical compound O1N=C(C)C=C1CCCCCOC1=CC=C(C=2OCCN=2)C=C1Cl FCSKOFQQCWLGMV-UHFFFAOYSA-N 0.000 abstract 1
- DQFBYFPFKXHELB-UHFFFAOYSA-N Chalcone Natural products C=1C=CC=CC=1C(=O)C=CC1=CC=CC=C1 DQFBYFPFKXHELB-UHFFFAOYSA-N 0.000 abstract 1
- 238000005618 Fries rearrangement reaction Methods 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 239000000010 aprotic solvent Substances 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 235000005513 chalcones Nutrition 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000007796 conventional method Methods 0.000 abstract 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 abstract 1
- 125000005059 halophenyl group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000011968 lewis acid catalyst Substances 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- DDBREPKUVSBGFI-UHFFFAOYSA-N phenobarbital Chemical compound C=1C=CC=CC=1C1(CC)C(=O)NC(=O)NC1=O DDBREPKUVSBGFI-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229960003424 phenylacetic acid Drugs 0.000 abstract 1
- 239000003279 phenylacetic acid Substances 0.000 abstract 1
- SUSQOBVLVYHIEX-UHFFFAOYSA-N phenylacetonitrile Chemical compound N#CCC1=CC=CC=C1 SUSQOBVLVYHIEX-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
- -1 sulphophenyl Chemical group 0.000 abstract 1
- XWVKTOHUMPLABF-UHFFFAOYSA-N thallium(3+) Chemical class [Tl+3] XWVKTOHUMPLABF-UHFFFAOYSA-N 0.000 abstract 1
- DQFBYFPFKXHELB-VAWYXSNFSA-N trans-chalcone Chemical compound C=1C=CC=CC=1C(=O)\C=C\C1=CC=CC=C1 DQFBYFPFKXHELB-VAWYXSNFSA-N 0.000 abstract 1
Classifications
-
- 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
- C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/111—Aromatic compounds
-
- 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
-
- 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
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
-
- 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
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/54—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of compounds containing doubly bound oxygen atoms, e.g. esters
-
- 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
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
-
- 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
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
- C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HUCI1193A HU168744B (es) | 1971-12-02 | 1971-12-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1374925A true GB1374925A (en) | 1974-11-20 |
Family
ID=10994424
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5537172A Expired GB1374925A (en) | 1971-12-02 | 1972-11-30 | Dihydroxy phenyl benzyl ketone derivatives |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS4862746A (es) |
| AR (2) | AR209254A1 (es) |
| AT (1) | AT335424B (es) |
| ES (2) | ES408947A1 (es) |
| FR (1) | FR2162175B1 (es) |
| GB (1) | GB1374925A (es) |
| HU (1) | HU168744B (es) |
| SU (2) | SU501664A3 (es) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1991016293A1 (en) * | 1990-04-18 | 1991-10-31 | CHINOIN GYÓGYSZER ÉS VEGYÉSZETI TERMÉKEK GYÁRA RT Tó utca 1-5 | Improved process for the preparation of ketone compounds |
| EP0994093A4 (en) * | 1996-05-14 | 2000-05-17 | Hoechst Marion Roussel Ltd | POLYHYDROXYPHENOL DERIVATIVES AND AGENTS CONTAINING THEM FOR THE PREVENTION AND THERAPY OF BONE AND CARTILAGE DISEASES |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1525941A (fr) * | 1966-01-14 | 1968-05-24 | Merck & Co Inc | Procédé de fabrication d'acides [(2-méthylène-alcanoyl)phénoxy]alcanoïques |
| CH513793A (de) * | 1968-05-15 | 1971-10-15 | Merck Patent Gmbh | Verfahren zur Herstellung von Diarylacylophenonen |
-
1971
- 1971-12-02 HU HUCI1193A patent/HU168744B/hu unknown
-
1972
- 1972-11-24 ES ES408947A patent/ES408947A1/es not_active Expired
- 1972-11-27 AT AT1006772A patent/AT335424B/de not_active IP Right Cessation
- 1972-11-28 AR AR245347A patent/AR209254A1/es active
- 1972-11-30 GB GB5537172A patent/GB1374925A/en not_active Expired
- 1972-12-01 FR FR7242849A patent/FR2162175B1/fr not_active Expired
- 1972-12-01 JP JP47120563A patent/JPS4862746A/ja active Pending
- 1972-12-02 SU SU1855104A patent/SU501664A3/ru active
-
1973
- 1973-11-15 SU SU731969303A patent/SU731889A3/ru active
-
1975
- 1975-04-04 AR AR258246A patent/AR210466A1/es active
- 1975-05-02 ES ES75437411A patent/ES437411A1/es not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1991016293A1 (en) * | 1990-04-18 | 1991-10-31 | CHINOIN GYÓGYSZER ÉS VEGYÉSZETI TERMÉKEK GYÁRA RT Tó utca 1-5 | Improved process for the preparation of ketone compounds |
| EP0994093A4 (en) * | 1996-05-14 | 2000-05-17 | Hoechst Marion Roussel Ltd | POLYHYDROXYPHENOL DERIVATIVES AND AGENTS CONTAINING THEM FOR THE PREVENTION AND THERAPY OF BONE AND CARTILAGE DISEASES |
Also Published As
| Publication number | Publication date |
|---|---|
| ES408947A1 (es) | 1976-04-16 |
| AT335424B (de) | 1977-03-10 |
| ES437411A1 (es) | 1977-01-01 |
| AR209254A1 (es) | 1977-04-15 |
| HU168744B (es) | 1976-07-28 |
| FR2162175B1 (es) | 1976-04-23 |
| FR2162175A1 (es) | 1973-07-13 |
| AR210466A1 (es) | 1977-08-15 |
| ATA1006772A (de) | 1976-07-15 |
| SU731889A3 (ru) | 1980-04-30 |
| JPS4862746A (es) | 1973-09-01 |
| SU501664A3 (ru) | 1976-01-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| 435 | Patent endorsed 'licences of right' on the date specified (sect. 35/1949) | ||
| PE20 | Patent expired after termination of 20 years |
Effective date: 19921129 |