GB1505134A - Process for the manufacture of oxazolyl-stilbene compounds containing sulpho groups - Google Patents
Process for the manufacture of oxazolyl-stilbene compounds containing sulpho groupsInfo
- Publication number
- GB1505134A GB1505134A GB24831/75A GB2483175A GB1505134A GB 1505134 A GB1505134 A GB 1505134A GB 24831/75 A GB24831/75 A GB 24831/75A GB 2483175 A GB2483175 A GB 2483175A GB 1505134 A GB1505134 A GB 1505134A
- Authority
- GB
- United Kingdom
- Prior art keywords
- groups
- oxazolyl
- radical
- salt
- aldehyde
- 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
- -1 sulpho groups Chemical group 0.000 title abstract 9
- UXBMKDQGDHIPCR-UHFFFAOYSA-N 2-[2-(2-phenylethenyl)phenyl]-1,3-oxazole Chemical class O1C(=NC=C1)C1=C(C=CC=C1)C=CC1=CC=CC=C1 UXBMKDQGDHIPCR-UHFFFAOYSA-N 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 238000000034 method Methods 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 8
- PQNFLJBBNBOBRQ-UHFFFAOYSA-N indane Chemical compound C1=CC=C2CCCC2=C1 PQNFLJBBNBOBRQ-UHFFFAOYSA-N 0.000 abstract 4
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 abstract 3
- ISDBWOPVZKNQDW-UHFFFAOYSA-N 4-phenylbenzaldehyde Chemical compound C1=CC(C=O)=CC=C1C1=CC=CC=C1 ISDBWOPVZKNQDW-UHFFFAOYSA-N 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 abstract 2
- 150000001339 alkali metal compounds Chemical class 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000001624 naphthyl group Chemical group 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- BQIKRTGTPBOIMK-UHFFFAOYSA-N [O]C[O] Chemical compound [O]C[O] BQIKRTGTPBOIMK-UHFFFAOYSA-N 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 229910001413 alkali metal ion Inorganic materials 0.000 abstract 1
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 150000001448 anilines Chemical class 0.000 abstract 1
- 125000000319 biphenyl-4-yl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Substances OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 1
- 235000019253 formic acid Nutrition 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- 239000011368 organic material Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 abstract 1
- 239000001103 potassium chloride Substances 0.000 abstract 1
- 235000011164 potassium chloride Nutrition 0.000 abstract 1
- 238000005185 salting out Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000007127 saponification reaction Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D263/57—Aryl or substituted aryl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C07D249/22—Naphthotriazoles
- C07D249/24—Naphthotriazoles with stilbene radicals directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/60—Naphthoxazoles; Hydrogenated naphthoxazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/572—Five-membered rings
- C07F9/5728—Five-membered rings condensed with carbocyclic rings or carbocyclic ring systems
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paper (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH803174 | 1974-06-12 | ||
| CH803574A CH593316A5 (en) | 1974-06-12 | 1974-06-12 | Sulpho gp. contg oxazolystilbene cpds - useful optical bleaches |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1505134A true GB1505134A (en) | 1978-03-22 |
Family
ID=25702686
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB24831/75A Expired GB1505134A (en) | 1974-06-12 | 1975-06-10 | Process for the manufacture of oxazolyl-stilbene compounds containing sulpho groups |
| GB24830/75A Expired GB1505133A (en) | 1974-06-12 | 1975-06-10 | Benzoxazole derivatives containing sulphonic groups and their use as optical brighteners |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB24830/75A Expired GB1505133A (en) | 1974-06-12 | 1975-06-10 | Benzoxazole derivatives containing sulphonic groups and their use as optical brighteners |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4014870A (enExample) |
| JP (2) | JPS5111980A (enExample) |
| CA (2) | CA1054611A (enExample) |
| DE (2) | DE2525684A1 (enExample) |
| ES (1) | ES438427A1 (enExample) |
| FR (2) | FR2274618A1 (enExample) |
| GB (2) | GB1505134A (enExample) |
| NL (2) | NL7506956A (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS538628A (en) * | 1976-07-13 | 1978-01-26 | Fumiko Yoshikawa | Color powders for sand picture |
| CH630130A5 (de) * | 1977-08-26 | 1982-05-28 | Ciba Geigy Ag | Verfahren zur herstellung von geleimtem papier oder karton unter verwendung von farbstoffen oder optischen aufhellern und salzen von epoxyd-amin-polyaminoamid-umsetzungsprodukten. |
| LU78484A1 (de) * | 1977-11-10 | 1979-06-13 | Ciba Geigy Ag | Verfahren zur herstellung von benzoxazolyl-phenyl-stilbenen |
| LU78483A1 (de) * | 1977-11-10 | 1979-06-13 | Ciba Geigy Ag | Verfahren zur herstellung von benzoxazolyl-phenylstilbenen |
| JPS54114169U (enExample) * | 1978-01-30 | 1979-08-10 | ||
| US4366189A (en) * | 1979-12-21 | 1982-12-28 | Ciba-Geigy Corporation | 4-Heterocyclyl-4'-vinylstilbenes |
| DE3003540A1 (de) * | 1980-01-31 | 1981-08-06 | Bayer Ag, 5090 Leverkusen | Benzoxazolylstilbene, verfahren zu deren herstellung und deren verwendung als optische aufheller |
| GB0021404D0 (en) * | 2000-09-01 | 2000-10-18 | Clariant Int Ltd | Improvement in or to organic compounds |
| US7276627B2 (en) * | 2005-04-05 | 2007-10-02 | Iowa State University Research Foundation, Inc. | One pot sequential reactions and novel products produced thereby |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL265443A (enExample) * | 1960-06-02 | |||
| CH446261A (de) * | 1960-06-02 | 1968-03-15 | Ciba Geigy | Verfahren zum optischen Aufhellen von Textilfasern |
| CH479670A (de) * | 1964-09-01 | 1969-10-15 | Ciba Geigy | Verwendung von neuen 6-Phenylbenzolylverbindungen als optische Aufhellmittel ausserhalb der Textilindustrie |
| CH513786A (de) * | 1968-01-15 | 1971-10-15 | Ciba Geigy Ag | Verfahren zur Herstellung von Styrylnaphthalin-Derivaten |
| US3586673A (en) * | 1968-02-05 | 1971-06-22 | Eastman Kodak Co | Preparation of symmetrically and unsymmetrically substituted stilbenebisbenzoxazoles |
| US3872114A (en) * | 1971-02-05 | 1975-03-18 | Hoechst Ag | Benzofurane derivatives, process for their manufacture and their use as optical brighteners |
| CH567054A5 (enExample) * | 1972-03-08 | 1975-09-30 | Ciba Geigy Ag |
-
1975
- 1975-06-09 DE DE19752525684 patent/DE2525684A1/de not_active Withdrawn
- 1975-06-09 DE DE19752525681 patent/DE2525681A1/de not_active Withdrawn
- 1975-06-10 CA CA228980A patent/CA1054611A/en not_active Expired
- 1975-06-10 CA CA228979A patent/CA1054610A/en not_active Expired
- 1975-06-10 GB GB24831/75A patent/GB1505134A/en not_active Expired
- 1975-06-10 US US05/585,539 patent/US4014870A/en not_active Expired - Lifetime
- 1975-06-10 GB GB24830/75A patent/GB1505133A/en not_active Expired
- 1975-06-11 FR FR7518307A patent/FR2274618A1/fr active Granted
- 1975-06-11 FR FR7518308A patent/FR2274619A1/fr active Granted
- 1975-06-11 NL NL7506956A patent/NL7506956A/xx not_active Application Discontinuation
- 1975-06-11 ES ES438427A patent/ES438427A1/es not_active Expired
- 1975-06-11 NL NL7506959A patent/NL7506959A/xx not_active Application Discontinuation
- 1975-06-12 JP JP50071424A patent/JPS5111980A/ja active Pending
- 1975-06-12 JP JP50071423A patent/JPS5111816A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| CA1054611A (en) | 1979-05-15 |
| FR2274619A1 (fr) | 1976-01-09 |
| JPS5111816A (en) | 1976-01-30 |
| US4014870A (en) | 1977-03-29 |
| FR2274619B1 (enExample) | 1977-07-22 |
| NL7506959A (nl) | 1975-12-16 |
| FR2274618A1 (fr) | 1976-01-09 |
| FR2274618B1 (enExample) | 1979-08-10 |
| DE2525681A1 (de) | 1976-01-02 |
| CA1054610A (en) | 1979-05-15 |
| JPS5111980A (enExample) | 1976-01-30 |
| GB1505133A (en) | 1978-03-22 |
| DE2525684A1 (de) | 1976-01-02 |
| NL7506956A (nl) | 1975-12-16 |
| ES438427A1 (es) | 1977-11-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] |