GB1114030A - 2-dimethylphenyl-benzofurans and compositions containing them - Google Patents
2-dimethylphenyl-benzofurans and compositions containing themInfo
- Publication number
- GB1114030A GB1114030A GB20574/67A GB2057467A GB1114030A GB 1114030 A GB1114030 A GB 1114030A GB 20574/67 A GB20574/67 A GB 20574/67A GB 2057467 A GB2057467 A GB 2057467A GB 1114030 A GB1114030 A GB 1114030A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzofuran
- dimethylphenyl
- acid
- general formula
- methyl
- 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
- 239000000203 mixture Substances 0.000 title abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- LYXOWKPVTCPORE-UHFFFAOYSA-N phenyl-(4-phenylphenyl)methanone Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1C(=O)C1=CC=CC=C1 LYXOWKPVTCPORE-UHFFFAOYSA-N 0.000 abstract 2
- 159000000000 sodium salts Chemical class 0.000 abstract 2
- SRZIVKONWAVPDD-UHFFFAOYSA-N 2-(2,4-dimethylphenyl)-1-benzofuran Chemical compound CC1=C(C=CC(=C1)C)C=1OC2=C(C1)C=CC=C2 SRZIVKONWAVPDD-UHFFFAOYSA-N 0.000 abstract 1
- QYVXYVLFAPDNPH-UHFFFAOYSA-N 2-(2,4-dimethylphenyl)-5-methyl-1-benzofuran Chemical compound CC1=C(C=CC(=C1)C)C=1OC2=C(C1)C=C(C=C2)C QYVXYVLFAPDNPH-UHFFFAOYSA-N 0.000 abstract 1
- ZOZNFPYCWXHCSH-UHFFFAOYSA-N 2-(2,4-dimethylphenyl)-6-methyl-1-benzofuran Chemical compound CC1=C(C=CC(=C1)C)C=1OC2=C(C1)C=CC(=C2)C ZOZNFPYCWXHCSH-UHFFFAOYSA-N 0.000 abstract 1
- BYIGHXADKYQTGI-UHFFFAOYSA-N 2-(2,4-dimethylphenyl)-7-methyl-1-benzofuran Chemical compound CC1=C(C=CC(=C1)C)C=1OC2=C(C1)C=CC=C2C BYIGHXADKYQTGI-UHFFFAOYSA-N 0.000 abstract 1
- ISPFBCQRXZHOGR-UHFFFAOYSA-N 2-(3,4-dimethylphenyl)-2-oxoacetic acid Chemical compound CC1=CC=C(C(=O)C(O)=O)C=C1C ISPFBCQRXZHOGR-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000003377 acid catalyst Substances 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 239000000443 aerosol Substances 0.000 abstract 1
- 229940111759 benzophenone-2 Drugs 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 239000002537 cosmetic Substances 0.000 abstract 1
- 239000003581 cosmetic carrier Substances 0.000 abstract 1
- 239000006071 cream Substances 0.000 abstract 1
- 230000000911 decarboxylating effect Effects 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- UVCJGUGAGLDPAA-UHFFFAOYSA-N ensulizole Chemical compound N1C2=CC(S(=O)(=O)O)=CC=C2N=C1C1=CC=CC=C1 UVCJGUGAGLDPAA-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000008267 milk Substances 0.000 abstract 1
- 210000004080 milk Anatomy 0.000 abstract 1
- 235000013336 milk Nutrition 0.000 abstract 1
- 239000003921 oil Substances 0.000 abstract 1
- 239000002304 perfume Substances 0.000 abstract 1
- 229920000137 polyphosphoric acid Polymers 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000003755 preservative agent Substances 0.000 abstract 1
- 230000005855 radiation Effects 0.000 abstract 1
- 239000006100 radiation absorber Substances 0.000 abstract 1
- 230000008707 rearrangement Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D307/84—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D307/85—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 2
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Dermatology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention relates to a process for the preparation of a 2-dimethyl phenyl benzofuran of the general formula <FORM:1114030/C2/1> by (1) heating a ketone of a general formula <FORM:1114030/C2/2> with an acid catalyst to effect rearrangement, e.g. polyphosphoric acid or (2) decarboxylating and dehydrating an acid of the general formula <FORM:1114030/C2/3> in which R1, R2 and R3 are hydrogen or one of them is a methyl group. Compounds claimed per se are 2-(2,4-dimethylphenyl)-benzofuran, 2 - (2,4 - dimethylphenyl) - 5 - methyl - benzofuran, 2 - (2,4 - dimethylphenyl) - 6 - methyl-benzofuran, 2 - (2,4 - dimethylphenyl) - 7 - methyl-benzofuran.ALSO:A cosmetic composition capable of absorbing ultra-violet radiation comprises one or more compounds of a general formula: <FORM:1114030/A5-A6/1> in which R1, R2 and R3 are hydrogen or one of them is a methyl group in association with a cosmetic carrier. Many carriers are specified. The compositions may also contain one or more other UV radiation absorbers, such as the sodium salt of 2 - phenylbenzimidazole - 5 - sulphonic acid, the sodium salt of 3,4 - dimethylphenylglyoxylic acid, 4 - phenylbenzophenone or 4 - phenyl - benzophenone - 2\sv - carboxylic acid isooctyl ester. Other additives, such as perfumes, preserving agents or physiologically acceptable dyes, may also be added. Examples are given of compositions in the form of oils, creams, milk, aerosol and lipsticks.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEM0069570 | 1966-05-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1114030A true GB1114030A (en) | 1968-05-15 |
Family
ID=7313078
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB20574/67A Expired GB1114030A (en) | 1966-05-20 | 1967-05-03 | 2-dimethylphenyl-benzofurans and compositions containing them |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3499914A (en) |
| BE (1) | BE698629A (en) |
| CH (1) | CH480074A (en) |
| DE (1) | DE1642090A1 (en) |
| ES (1) | ES340745A1 (en) |
| FR (1) | FR1548293A (en) |
| GB (1) | GB1114030A (en) |
| NL (1) | NL6706409A (en) |
| SE (1) | SE320387B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4098882A (en) * | 1974-09-26 | 1978-07-04 | L'oreal | Anti-solar composition |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE787575A (en) * | 1971-08-13 | 1973-02-14 | Hoechst Ag | BENZOFURANNE DERIVATIVES FOR USE AS OPTICAL BLASTERS |
| GB2097810B (en) * | 1981-04-04 | 1984-11-28 | Sevendart Ltd | Apparatus for use in sunbathing |
| LU85544A1 (en) * | 1984-09-19 | 1986-04-03 | Cird | AROMATIC HETEROCYCLIC DERIVATIVES, THEIR PREPARATION PROCESS AND THEIR APPLICATION IN THE THERAPEUTIC AND COSMETIC FIELDS |
| US4665112A (en) * | 1986-01-02 | 1987-05-12 | General Electric Company | Ultraviolet radiation stabilized polyphenylene ether resins |
| US6764693B1 (en) | 1992-12-11 | 2004-07-20 | Amaox, Ltd. | Free radical quenching composition and a method to increase intracellular and/or extracellular antioxidants |
| US5362481A (en) * | 1993-03-05 | 1994-11-08 | 3V Inc. | Benzofuran derivatives and the use thereof as stabilizers against UV radiations |
| US5468470A (en) * | 1993-08-06 | 1995-11-21 | 3V Inc. | Benzofuran derivatives and the use thereof as stabilizers against UV radiations |
| IT1278535B1 (en) * | 1995-12-14 | 1997-11-24 | 3V Sigma Spa | BENZOPHURAN DERIVATIVES AND THEIR USE AS PHOTOSTABILIZERS AND SUN FILTERS |
| CN104237150B (en) * | 2014-10-13 | 2016-08-24 | 深圳市星源材质科技股份有限公司 | The detection method of paraffin oil concentration in organic solvent |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE676103C (en) * | 1933-03-31 | 1939-05-25 | I G Farbenindustrie Akt Ges | Radiation protection agents |
-
1966
- 1966-05-20 DE DE19661642090 patent/DE1642090A1/en active Pending
-
1967
- 1967-05-03 GB GB20574/67A patent/GB1114030A/en not_active Expired
- 1967-05-08 NL NL6706409A patent/NL6706409A/xx unknown
- 1967-05-16 US US638762A patent/US3499914A/en not_active Expired - Lifetime
- 1967-05-18 BE BE698629D patent/BE698629A/xx unknown
- 1967-05-19 CH CH703967A patent/CH480074A/en not_active IP Right Cessation
- 1967-05-19 ES ES340745A patent/ES340745A1/en not_active Expired
- 1967-05-19 SE SE7042/67A patent/SE320387B/xx unknown
- 1967-05-19 FR FR1548293D patent/FR1548293A/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4098882A (en) * | 1974-09-26 | 1978-07-04 | L'oreal | Anti-solar composition |
Also Published As
| Publication number | Publication date |
|---|---|
| CH480074A (en) | 1969-10-31 |
| NL6706409A (en) | 1967-11-21 |
| DE1642090A1 (en) | 1971-05-19 |
| US3499914A (en) | 1970-03-10 |
| BE698629A (en) | 1967-11-20 |
| FR1548293A (en) | 1968-12-06 |
| ES340745A1 (en) | 1968-09-16 |
| SE320387B (en) | 1970-02-09 |
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