GB1459522A - Azo dyestuffs from aminopyridine coupling components - Google Patents
Azo dyestuffs from aminopyridine coupling componentsInfo
- Publication number
- GB1459522A GB1459522A GB653474A GB653474A GB1459522A GB 1459522 A GB1459522 A GB 1459522A GB 653474 A GB653474 A GB 653474A GB 653474 A GB653474 A GB 653474A GB 1459522 A GB1459522 A GB 1459522A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- prepared
- ammonia
- nitrile
- amide
- 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
- 150000003927 aminopyridines Chemical class 0.000 title 1
- 230000008878 coupling Effects 0.000 title 1
- 238000010168 coupling process Methods 0.000 title 1
- 238000005859 coupling reaction Methods 0.000 title 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 8
- 229910021529 ammonia Inorganic materials 0.000 abstract 4
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 abstract 2
- -1 2,4,6-Trichloronicotinic acid nitrile Chemical class 0.000 abstract 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- IQLNRTPWCZJLOP-UHFFFAOYSA-N 2,4,6-trichloropyridine-3-carboxamide Chemical compound NC(=O)C1=C(Cl)C=C(Cl)N=C1Cl IQLNRTPWCZJLOP-UHFFFAOYSA-N 0.000 abstract 1
- NDUQXKGXTCKMRO-UHFFFAOYSA-N 2,4,6-tris(2-hydroxyethylamino)pyridine-3-carboxamide Chemical compound OCCNC1=C(C(=O)N)C(=CC(=N1)NCCO)NCCO NDUQXKGXTCKMRO-UHFFFAOYSA-N 0.000 abstract 1
- FONYHQOPASUWAO-UHFFFAOYSA-N 2,4-dihydroxy-6-oxo-1H-pyridine-3-carboxylic acid Chemical compound OC1=C(C(=O)O)C(=CC(=N1)O)O FONYHQOPASUWAO-UHFFFAOYSA-N 0.000 abstract 1
- HKZMNMRPNHXMJK-UHFFFAOYSA-N 2,4-dihydroxy-6-oxo-1h-pyridine-3-carboxamide Chemical compound NC(=O)C1=C(O)C=C(O)N=C1O HKZMNMRPNHXMJK-UHFFFAOYSA-N 0.000 abstract 1
- GZPHSAQLYPIAIN-UHFFFAOYSA-N 3-pyridinecarbonitrile Chemical compound N#CC1=CC=CN=C1 GZPHSAQLYPIAIN-UHFFFAOYSA-N 0.000 abstract 1
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical class OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- LAWFSXCCTKXQIY-UHFFFAOYSA-N ethyl 2,4-dihydroxy-6-oxo-1H-pyridine-3-carboxylate Chemical compound C(C)OC(=O)C=1C(=NC(=CC1O)O)O LAWFSXCCTKXQIY-UHFFFAOYSA-N 0.000 abstract 1
- ZIUSEGSNTOUIPT-UHFFFAOYSA-N ethyl 2-cyanoacetate Chemical compound CCOC(=O)CC#N ZIUSEGSNTOUIPT-UHFFFAOYSA-N 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 125000006525 methoxy ethyl amino group Chemical group [H]N(*)C([H])([H])C([H])([H])OC([H])([H])[H] 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- RLOWWWKZYUNIDI-UHFFFAOYSA-N phosphinic chloride Chemical compound ClP=O RLOWWWKZYUNIDI-UHFFFAOYSA-N 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/80—Acids; Esters in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/84—Nitriles
- C07D213/85—Nitriles in position 3
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
- C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
- C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
- C09B29/3617—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom
- C09B29/3621—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/12—Disazo dyes from other coupling components "C"
- C09B31/14—Heterocyclic components
- C09B31/153—Heterocyclic components containing a six-membered ring with one nitrogen atom as the only ring hetero-atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19732307169 DE2307169A1 (de) | 1973-02-14 | 1973-02-14 | Azofarbstoffe |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1459522A true GB1459522A (en) | 1976-12-22 |
Family
ID=5871853
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB653474A Expired GB1459522A (en) | 1973-02-14 | 1974-02-13 | Azo dyestuffs from aminopyridine coupling components |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS49113827A (enrdf_load_stackoverflow) |
| BE (1) | BE810964A (enrdf_load_stackoverflow) |
| CH (4) | CH579669B5 (enrdf_load_stackoverflow) |
| DE (1) | DE2307169A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2217383B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1459522A (enrdf_load_stackoverflow) |
| IT (1) | IT1007356B (enrdf_load_stackoverflow) |
| NL (1) | NL7402043A (enrdf_load_stackoverflow) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8101639B2 (en) | 2003-11-19 | 2012-01-24 | Array Biopharma Inc. | 6-oxo-1,6-dihydropyridine compounds as inhibitors of MEK and methods of use thereof |
| US8211920B2 (en) | 2003-11-19 | 2012-07-03 | Array Biopharma Inc. | 6-oxo-1,6-dihydropyridine derivatives as inhibitors of MEK and methods of use thereof |
| US8211921B2 (en) | 2003-11-19 | 2012-07-03 | Array Biopharma Inc. | Heterocyclic inhibitors of MEK and methods of use |
| US8299076B2 (en) | 2005-05-18 | 2012-10-30 | Array Biopharma Inc. | Crystalline forms of 2-(2-flouro-4-iodophenylamino)-N-(2-hydroxyethoxy)-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxamide |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2436898A1 (de) * | 1974-07-31 | 1976-02-19 | Bayer Ag | Azofarbstoffe |
| DE2437543A1 (de) * | 1974-08-03 | 1976-02-19 | Bayer Ag | Azofarbstoffe |
| CN113480541B (zh) * | 2019-03-07 | 2022-09-02 | 湖南化工研究院有限公司 | 咪唑并吡啶化合物及其中间体的制备方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE793316A (fr) * | 1971-12-28 | 1973-06-27 | Ciba Geigy | Nouveaux colorants azoiques, leur procede de preparation et leur application |
-
1973
- 1973-02-14 DE DE19732307169 patent/DE2307169A1/de not_active Withdrawn
-
1974
- 1974-02-11 IT IT2045374A patent/IT1007356B/it active
- 1974-02-12 CH CH195174A patent/CH579669B5/xx not_active IP Right Cessation
- 1974-02-12 CH CH546076A patent/CH580669A5/xx not_active IP Right Cessation
- 1974-02-12 CH CH546176A patent/CH578603A5/xx not_active IP Right Cessation
- 1974-02-12 CH CH195174D patent/CH195174A4/xx unknown
- 1974-02-12 JP JP1635774A patent/JPS49113827A/ja active Pending
- 1974-02-13 BE BE140850A patent/BE810964A/xx unknown
- 1974-02-13 GB GB653474A patent/GB1459522A/en not_active Expired
- 1974-02-14 FR FR7405072A patent/FR2217383B1/fr not_active Expired
- 1974-02-14 NL NL7402043A patent/NL7402043A/xx unknown
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8101639B2 (en) | 2003-11-19 | 2012-01-24 | Array Biopharma Inc. | 6-oxo-1,6-dihydropyridine compounds as inhibitors of MEK and methods of use thereof |
| US8101611B2 (en) | 2003-11-19 | 2012-01-24 | Array Biopharma Inc. | Substituted pyridazines inhibitors of MEK |
| US8211920B2 (en) | 2003-11-19 | 2012-07-03 | Array Biopharma Inc. | 6-oxo-1,6-dihydropyridine derivatives as inhibitors of MEK and methods of use thereof |
| US8211921B2 (en) | 2003-11-19 | 2012-07-03 | Array Biopharma Inc. | Heterocyclic inhibitors of MEK and methods of use |
| US8268852B2 (en) | 2003-11-19 | 2012-09-18 | Array Biopharma Inc. | Heterocyclic inhibitors of MEK and methods of use thereof |
| US8431574B2 (en) | 2003-11-19 | 2013-04-30 | Array Biopharma Inc. | Heterocyclic inhibitors of MEK and methods of use thereof |
| US8299076B2 (en) | 2005-05-18 | 2012-10-30 | Array Biopharma Inc. | Crystalline forms of 2-(2-flouro-4-iodophenylamino)-N-(2-hydroxyethoxy)-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxamide |
Also Published As
| Publication number | Publication date |
|---|---|
| CH579669B5 (enrdf_load_stackoverflow) | 1976-09-15 |
| FR2217383B1 (enrdf_load_stackoverflow) | 1978-02-10 |
| CH195174A4 (enrdf_load_stackoverflow) | 1976-03-15 |
| NL7402043A (enrdf_load_stackoverflow) | 1974-08-16 |
| CH578603A5 (enrdf_load_stackoverflow) | 1976-08-13 |
| JPS49113827A (enrdf_load_stackoverflow) | 1974-10-30 |
| DE2307169A1 (de) | 1974-09-26 |
| CH580669A5 (enrdf_load_stackoverflow) | 1976-10-15 |
| FR2217383A1 (enrdf_load_stackoverflow) | 1974-09-06 |
| IT1007356B (it) | 1976-10-30 |
| BE810964A (fr) | 1974-08-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |