CH500982A - Verfahren zur Herstellung von 3-Phenyl-7-amino-carbostyril-Verbindungen - Google Patents
Verfahren zur Herstellung von 3-Phenyl-7-amino-carbostyril-VerbindungenInfo
- Publication number
- CH500982A CH500982A CH927968A CH927968A CH500982A CH 500982 A CH500982 A CH 500982A CH 927968 A CH927968 A CH 927968A CH 927968 A CH927968 A CH 927968A CH 500982 A CH500982 A CH 500982A
- Authority
- CH
- Switzerland
- Prior art keywords
- phenyl
- amino
- formula
- independently hydrogen
- ethyl
- Prior art date
Links
- 238000005282 brightening Methods 0.000 title abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 7
- 239000001257 hydrogen Substances 0.000 claims abstract description 7
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 5
- UMNWFDSXJVFCBQ-UHFFFAOYSA-N 7-amino-3-phenyl-1h-quinolin-2-one Chemical compound O=C1NC2=CC(N)=CC=C2C=C1C1=CC=CC=C1 UMNWFDSXJVFCBQ-UHFFFAOYSA-N 0.000 claims abstract description 4
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 6
- QKLCQKPAECHXCQ-UHFFFAOYSA-N ethyl phenylglyoxylate Chemical compound CCOC(=O)C(=O)C1=CC=CC=C1 QKLCQKPAECHXCQ-UHFFFAOYSA-N 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- DSBIJCMXAIKKKI-UHFFFAOYSA-N 5-nitro-o-toluidine Chemical class CC1=CC=C([N+]([O-])=O)C=C1N DSBIJCMXAIKKKI-UHFFFAOYSA-N 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 239000000020 Nitrocellulose Substances 0.000 abstract description 2
- 239000004952 Polyamide Substances 0.000 abstract description 2
- 229920002301 cellulose acetate Polymers 0.000 abstract description 2
- 239000004744 fabric Substances 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- 229920001220 nitrocellulos Polymers 0.000 abstract description 2
- 229920002647 polyamide Polymers 0.000 abstract description 2
- 229920000915 polyvinyl chloride Polymers 0.000 abstract description 2
- 239000004800 polyvinyl chloride Substances 0.000 abstract description 2
- 239000000344 soap Substances 0.000 abstract description 2
- 239000003973 paint Substances 0.000 abstract 2
- 239000004480 active ingredient Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 238000002844 melting Methods 0.000 description 11
- 230000008018 melting Effects 0.000 description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- FAMRVDRNNRCDFL-UHFFFAOYSA-N 7-amino-1-ethyl-3-phenylquinolin-2-one Chemical compound O=C1N(CC)C2=CC(N)=CC=C2C=C1C1=CC=CC=C1 FAMRVDRNNRCDFL-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 229910000564 Raney nickel Inorganic materials 0.000 description 2
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- CYYCGNNGNFMKMN-UHFFFAOYSA-N 1-ethyl-7-(ethylamino)-3-phenylquinolin-2-one Chemical compound CCNC1=CC=C2C=C(C(=O)N(CC)C2=C1)C1=CC=CC=C1 CYYCGNNGNFMKMN-UHFFFAOYSA-N 0.000 description 1
- NKPOTHREBXTOIV-UHFFFAOYSA-N 7-(dimethylamino)-1,6-dimethyl-3-(4-methylphenyl)quinolin-2-one Chemical compound CN(C)C1=C(C)C=C2C=C(C3=CC=C(C)C=C3)C(=O)N(C)C2=C1 NKPOTHREBXTOIV-UHFFFAOYSA-N 0.000 description 1
- SVJDUPWOWXKPER-UHFFFAOYSA-N 7-(dimethylamino)-3-(3,5-dimethylphenyl)-1-methylquinolin-2-one Chemical compound CN(C)C1=CC=C2C=C(C3=CC(C)=CC(C)=C3)C(=O)N(C)C2=C1 SVJDUPWOWXKPER-UHFFFAOYSA-N 0.000 description 1
- PSBDIRWJOBDDEI-UHFFFAOYSA-N 7-(dimethylamino)-3-phenyl-1h-quinolin-2-one Chemical compound O=C1NC2=CC(N(C)C)=CC=C2C=C1C1=CC=CC=C1 PSBDIRWJOBDDEI-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ONOSEGAWZJGEBF-UHFFFAOYSA-N CCN1C(=O)C(=CC2=CC=C(C=C12)N(C)C)C1=CC(Cl)=CC=C1 Chemical compound CCN1C(=O)C(=CC2=CC=C(C=C12)N(C)C)C1=CC(Cl)=CC=C1 ONOSEGAWZJGEBF-UHFFFAOYSA-N 0.000 description 1
- OROCXQUJPTWDNF-UHFFFAOYSA-N CN(C)C1=CC=C2C=C(C3=CC=C(C)C=C3)C(=O)N(C)C2=C1 Chemical compound CN(C)C1=CC=C2C=C(C3=CC=C(C)C=C3)C(=O)N(C)C2=C1 OROCXQUJPTWDNF-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- JGBJNRPKVSUFSM-UHFFFAOYSA-N n-ethyl-2-methyl-5-nitroaniline Chemical compound CCNC1=CC([N+]([O-])=O)=CC=C1C JGBJNRPKVSUFSM-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- -1 yarns Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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 ring carbon atoms
- C07D215/38—Nitrogen atoms
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/921—Cellulose ester or ether
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/927—Polyacrylonitrile fiber
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Detergent Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF45669A DE1278385B (de) | 1965-03-30 | 1965-03-30 | Aufhellungsmittel |
| CH403466A CH466843A (de) | 1965-03-30 | 1966-03-21 | Verwendung von 3-Phenyl-7-amino-carbostyril-Verbindungen als optische Aufhellungsmittel für Textilien |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH500982A true CH500982A (de) | 1970-12-31 |
Family
ID=7100602
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH927968A CH500982A (de) | 1965-03-30 | 1966-03-21 | Verfahren zur Herstellung von 3-Phenyl-7-amino-carbostyril-Verbindungen |
| CH639667A CH458729A (de) | 1965-03-30 | 1966-03-21 | Verwendung von 3-Phenyl-7-amino-carbostyril-Verbindungen als optische Aufhellungsmittel mit Ausnahme der Behandlung von Textilfasern in der Textilindustrie |
| CH403466A CH466843A (de) | 1965-03-30 | 1966-03-21 | Verwendung von 3-Phenyl-7-amino-carbostyril-Verbindungen als optische Aufhellungsmittel für Textilien |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH639667A CH458729A (de) | 1965-03-30 | 1966-03-21 | Verwendung von 3-Phenyl-7-amino-carbostyril-Verbindungen als optische Aufhellungsmittel mit Ausnahme der Behandlung von Textilfasern in der Textilindustrie |
| CH403466A CH466843A (de) | 1965-03-30 | 1966-03-21 | Verwendung von 3-Phenyl-7-amino-carbostyril-Verbindungen als optische Aufhellungsmittel für Textilien |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3420835A (enEXAMPLES) |
| AT (1) | AT262219B (enEXAMPLES) |
| BE (1) | BE677977A (enEXAMPLES) |
| CH (3) | CH500982A (enEXAMPLES) |
| DE (1) | DE1278385B (enEXAMPLES) |
| ES (1) | ES324847A1 (enEXAMPLES) |
| FR (1) | FR1471611A (enEXAMPLES) |
| GB (1) | GB1087375A (enEXAMPLES) |
| IL (1) | IL25426A (enEXAMPLES) |
| NL (1) | NL6603985A (enEXAMPLES) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2015187A1 (enEXAMPLES) * | 1970-03-28 | 1971-10-21 | ||
| US4006148A (en) * | 1975-08-06 | 1977-02-01 | Imc Chemical Group, Inc. | Carbostyril derivatives used as coccidiostats |
| JPS5777676A (en) * | 1980-10-31 | 1982-05-15 | Otsuka Pharmaceut Co Ltd | Carbostyril derivative |
| EP3133067A1 (en) * | 2015-08-21 | 2017-02-22 | Merck Patent GmbH | Compounds for optically active devices |
| EP3133065A1 (en) | 2015-08-21 | 2017-02-22 | Merck Patent GmbH | Compounds for optically active devices |
| EP3363793A1 (en) | 2017-02-15 | 2018-08-22 | Merck Patent GmbH | Hydrophobic compounds for optically active devices |
| EP3363786A1 (en) | 2017-02-15 | 2018-08-22 | Merck Patent GmbH | Compounds for optically active devices |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3178434A (en) * | 1965-04-13 | Substituted x-amino-carbostyrils | ||
| CH272256A (de) * | 1946-06-14 | 1950-12-15 | Ciba Geigy | Waschmittel für Textilien. |
| US2616855A (en) * | 1948-01-15 | 1952-11-04 | Procter & Gamble | Detergent composition |
| US2901485A (en) * | 1952-12-23 | 1959-08-25 | American Cyanamid Co | 8-alkoxy-6-aminocarbostyrils |
| US2781345A (en) * | 1954-01-26 | 1957-02-12 | American Cyanamid Co | 6-amino-7, 8-benzocarbostyrils |
| US3008969A (en) * | 1958-05-21 | 1961-11-14 | American Cyanamid Co | 4-substituted-7-carboalkoxyamino-coumarins |
| US3351482A (en) * | 1961-02-21 | 1967-11-07 | Bayer Ag | Synthetic textiles brightened with 3-phenyl-7-hydroxy-coumarin |
| US3356689A (en) * | 1966-02-28 | 1967-12-05 | Geigy Chem Corp | Rearrangement of enamines to form 7-aminocoumarins |
-
1965
- 1965-03-30 DE DEF45669A patent/DE1278385B/de active Pending
-
1966
- 1966-03-17 BE BE677977D patent/BE677977A/xx unknown
- 1966-03-17 FR FR53768A patent/FR1471611A/fr not_active Expired
- 1966-03-21 IL IL25426A patent/IL25426A/xx unknown
- 1966-03-21 CH CH927968A patent/CH500982A/de not_active IP Right Cessation
- 1966-03-21 CH CH639667A patent/CH458729A/de unknown
- 1966-03-21 CH CH403466A patent/CH466843A/de unknown
- 1966-03-24 GB GB13043/66A patent/GB1087375A/en not_active Expired
- 1966-03-24 US US537030A patent/US3420835A/en not_active Expired - Lifetime
- 1966-03-25 NL NL6603985A patent/NL6603985A/xx unknown
- 1966-03-29 ES ES0324847A patent/ES324847A1/es not_active Expired
- 1966-03-30 AT AT299766A patent/AT262219B/de active
Also Published As
| Publication number | Publication date |
|---|---|
| ES324847A1 (es) | 1967-02-16 |
| GB1087375A (en) | 1967-10-18 |
| CH466843A (de) | 1969-02-14 |
| CH458729A (de) | 1968-06-30 |
| DE1278385B (de) | 1968-09-26 |
| BE677977A (enEXAMPLES) | 1966-09-01 |
| AT262219B (de) | 1968-06-10 |
| US3420835A (en) | 1969-01-07 |
| CH403466A4 (enEXAMPLES) | 1968-09-13 |
| IL25426A (en) | 1969-06-25 |
| FR1471611A (fr) | 1967-03-03 |
| NL6603985A (enEXAMPLES) | 1966-10-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH500982A (de) | Verfahren zur Herstellung von 3-Phenyl-7-amino-carbostyril-Verbindungen | |
| CH403466A (de) | Verfahren zur Herstellung von tinten- und hochnassfestem Papier | |
| DE1146050B (de) | Verfahren zur Herstellung von Fulvenen | |
| DE2331444A1 (de) | Neue styryl-benzoxazole, verfahren zu deren herstellung und ihre verwendung als optische aufhellungsmittel | |
| DE1620305A1 (de) | Verfahren zur Herstellung von 3-Aminoisoxazolderivaten | |
| DE1158083B (de) | Verfahren zur Herstellung basisch substituierter Phenylacetonitrile | |
| DE1077222B (de) | Verfahren zur Herstellung von Benzimidazolylidenverbindungen | |
| DE708309C (de) | Verfahren zur Herstellung organischer Saeureamide | |
| AT219585B (de) | Verfahren zur Herstellung von Benzol-disulfonamiden | |
| AT287726B (de) | Verfahren zur Herstellung von neuen 1H-Thieno-[3,2-e]-1,4-diazepin-2-onen sowie ihren N-Oxyden und Salzen | |
| AT238186B (de) | Verfahren zur Herstellung neuer Pyrrolidinverbindungen | |
| EP0283848B1 (de) | Verfahren zur Herstellung von Isochinolinen | |
| AT243806B (de) | Verfahren zur Herstellung eines neuen Aziridinyl-Derivates | |
| AT254850B (de) | Verfahren zur Herstellung neuer sekundärer Amine und ihrer Salze | |
| DE959097C (de) | Verfahren zur Herstellung von basisch substituierten Diarylacetonitrilen | |
| AT263209B (de) | Verfahren zur Herstellung von neuen 6-Desoxytetracyclinderivaten | |
| DE912210C (de) | Verfahren zur Herstellung chlorierter Benzochinone | |
| AT201582B (de) | Verfahren zur Herstellung von neuen Dimethylaminopropoxybenzolen | |
| AT230882B (de) | Verfahren zur Herstellung von 6-Aminochrysen | |
| AT273967B (de) | Verfahren zur Herstellung von neuen Salzen von substituierten s-Triazinen | |
| AT162917B (de) | Verfahren zur Herstellung von Piperidinverbindungen | |
| DE1695893B1 (de) | Verfahren zur Herstellung von 4-Amino-5-acylamidomethylpyrimidinen | |
| DE1252194B (de) | Verfahren zur Herstellung neuartiger Chinonaldehyde | |
| DE1418594A1 (de) | Verfahren zur Herstellung neuer basischer 1,3-Dioxane und ihrer Salze | |
| DE1593783A1 (de) | Verfahren zur Herstellung von 1-(2-Nitrilophenoxy)-2-hydroxy-3-isopropylaminopropan und dessen Salzen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |