GB1377505A - Azo dyes from 2,6-diaminopyridine derivatives - Google Patents

Azo dyes from 2,6-diaminopyridine derivatives

Info

Publication number
GB1377505A
GB1377505A GB5865371A GB5865371A GB1377505A GB 1377505 A GB1377505 A GB 1377505A GB 5865371 A GB5865371 A GB 5865371A GB 5865371 A GB5865371 A GB 5865371A GB 1377505 A GB1377505 A GB 1377505A
Authority
GB
United Kingdom
Prior art keywords
substituted
optionally
optionally substituted
nrr
nhco
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
Application number
GB5865371A
Inventor
Johannes Dr Dehnert
Gunther Dr Lamm
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from DE19702062717 external-priority patent/DE2062717C3/en
Priority claimed from DE19712156545 external-priority patent/DE2156545A1/en
Application filed by BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB1377505A publication Critical patent/GB1377505A/en
Expired legal-status Critical Current

Links

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
    • C07D213/81—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
    • C09B29/3639—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 from a pyridine ring containing one or more amino groups
    • 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
    • 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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • 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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/18—Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group
    • C09B43/20—Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group with monocarboxylic acids, carbamic acid esters or halides, mono- isocyanates or haloformic acid esters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Coloring (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1377505 Azo dyes from 2,6-diaminopyridine coupling components BADISCHE ANILIN- & SODA-FABRIK AG 17 Dec 1971 [19 Dec 1970 15 Nov 1971] 58653/71 Heading C4P Novel dyestuffs of the formula in which D is the radical of a diazo component the linking bond of which is attached to a condensed or uncondensed benzene, thiophene, isothiazole, thiazole, thiadiazole, triazole or pyrazole ring; X is -CN or -CONH 2 ; NR<SP>2</SP>R<SP>3</SP> may independently have any of the values of NRR<SP>1</SP>; and either NRR<SP>1</SP> is pyrrolidino, piperidino, morpholino, the S-dioxide of thiomorpholino, piperazino or N<SP>1</SP>-methylpiperazino or R<SP>1</SP> is H or C 1-8 alkyl optionally substituted by OH, NH 2 or C 1-8 alkoxy or mono- or di-alkylamino and R is R<SP>1</SP>, C 1-8 alkyl which may also optionally be substituted by phenyl, phenoxy, optionally esterified carboxy or C 1-10 acyloxy, any of the open chains in the foregoing R groups optionally being interrupted by oxygen, or R is ethyl or propyl substituted in the omega position by an N-atom which is part of a 2-pyrrolidone or morpholine-S-oxide ring, or R is allyl, cyclohexyl optionally substituted by hydroxy or acyloxy, or phenyl optionally substituted by Cl, CN, CH 3 , OCH 3 , CH 3 NHCO, CH 3 OC 2 H 4 NHCO, C 2 H 5 , OC 2 H 5 , 2-hydroxyethyl, 2-hydroxyethoxy or 2-acyloxyethoxy are prepared by coupling of diazotized amines DNH 2 with appropriately substituted 3-cyano or carbamoyl-4-methylpyridines. Products wherein X is CN may be hydrolysed to the corresponding amides, and products containing free OH or CO 2 H groups may be acylated or esterified. The new dyes are yellow to green-blue and are suitable for dyeing acrylonitrile polymer textile material and, particularly, textile material of synthetic polyamides, cellulose esters and synthetic linear polyesters. The coupling components and their' 6-chloroprecursors are described and claimed in Specification 1,377,506.
GB5865371A 1970-12-19 1971-12-17 Azo dyes from 2,6-diaminopyridine derivatives Expired GB1377505A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19702062717 DE2062717C3 (en) 1970-12-19 1970-12-19 Azo dyes from 2,6-diaminopyridine derivatives, process for their preparation and use
DE19712156545 DE2156545A1 (en) 1971-11-15 1971-11-15 Azo dyes - from 2,6-diaminopyridine derivatives

Publications (1)

Publication Number Publication Date
GB1377505A true GB1377505A (en) 1974-12-18

Family

ID=25760209

Family Applications (2)

Application Number Title Priority Date Filing Date
GB1692474A Expired GB1377506A (en) 1970-12-19 1971-12-17 Aminopyridine derivatives
GB5865371A Expired GB1377505A (en) 1970-12-19 1971-12-17 Azo dyes from 2,6-diaminopyridine derivatives

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB1692474A Expired GB1377506A (en) 1970-12-19 1971-12-17 Aminopyridine derivatives

Country Status (9)

Country Link
JP (2) JPS605618B1 (en)
BE (1) BE776859A (en)
CH (1) CH582215A5 (en)
CS (1) CS166298B2 (en)
FR (1) FR2118075B1 (en)
GB (2) GB1377506A (en)
IT (1) IT945532B (en)
NL (1) NL7117139A (en)
SU (1) SU458133A3 (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5391717A (en) * 1992-07-23 1995-02-21 Ciba-Geigy Corporation Bisreactive azo dyes containing a pyridine coupling component
US5393306A (en) * 1992-07-23 1995-02-28 Ciba-Geigy Corporation Dye mixtures, processes for their preparation and their use
US5434252A (en) * 1992-07-23 1995-07-18 Ciba-Geigy Corporation Reactive dyes containing a 2,6-diaminopyridine coupling component
WO2000076980A1 (en) * 1999-06-10 2000-12-21 Yamanouchi Pharmaceutical Co., Ltd. Novel nitrogen-contaiing heterocyclic derivatives or salts thereof
WO2003080737A1 (en) * 2002-03-22 2003-10-02 Ciba Specialty Chemicals Holding Inc. Azo dyes
WO2006024618A1 (en) * 2004-09-03 2006-03-09 Huntsman Advanced Materials (Switzerland) Gmbh Cyanopyridine-based azo dyes

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH596263A5 (en) * 1972-03-10 1978-03-15 Basf Ag
DE2222099A1 (en) * 1972-05-05 1973-11-22 Hoechst Ag BASIC AZO DYES, THEIR PRODUCTION AND USE
DE2230392A1 (en) * 1972-06-22 1974-01-31 Cassella Farbwerke Mainkur Ag SUBSTITUTED PYRIDINE COMPOUNDS AND PROCESS FOR THEIR PRODUCTION
US4070449A (en) 1972-10-24 1978-01-24 Wilkinson Sword Limited Compounds having a physiological cooling effect and compositions containing them
CH592722A5 (en) * 1973-06-25 1977-11-15 Ciba Geigy Ag
US4055649A (en) 1976-02-05 1977-10-25 Sandoz, Inc. 4-Alkyl-2,6-di-(secondary or tertiary alkyl)amino-3-formylpyridines pharmaceutical compositions thereof and their use in the treatment of obesity and diabetes
DE2832020C2 (en) * 1978-07-21 1982-12-23 Basf Ag, 6700 Ludwigshafen Disazo dyes with pyridine coupling components, their preparation and use
JPS61126915U (en) * 1985-01-28 1986-08-09
DE3528759A1 (en) * 1985-08-10 1987-02-19 Basf Ag HETEROCYCLIC AZO DYES
JP3234004B2 (en) * 1991-12-13 2001-12-04 ダイスタージャパン株式会社 Disperse dye mixture
EP0601439B1 (en) * 1992-12-07 1999-07-07 BASF Aktiengesellschaft Dye mixtures containing dyes with a coupling component of the diaminopyridine type
JP2010235527A (en) * 2009-03-31 2010-10-21 Fujifilm Corp Method for producing 2,6-diaminopyridine compound

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2108824A (en) * 1936-09-01 1938-02-22 Eastman Kodak Co Azo compounds and process for dyeing therewith
DE2260827C3 (en) * 1972-12-13 1980-11-13 Basf Ag, 6700 Ludwigshafen 2,6-Diaminopyridines, process for their preparation and their use as coupling components for azo dyes
JPS5246230B2 (en) * 1972-12-16 1977-11-22
DE2230392A1 (en) * 1972-06-22 1974-01-31 Cassella Farbwerke Mainkur Ag SUBSTITUTED PYRIDINE COMPOUNDS AND PROCESS FOR THEIR PRODUCTION
DK142675A (en) * 1974-04-12 1975-10-13 Sandoz Ag

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5391717A (en) * 1992-07-23 1995-02-21 Ciba-Geigy Corporation Bisreactive azo dyes containing a pyridine coupling component
US5393306A (en) * 1992-07-23 1995-02-28 Ciba-Geigy Corporation Dye mixtures, processes for their preparation and their use
US5434252A (en) * 1992-07-23 1995-07-18 Ciba-Geigy Corporation Reactive dyes containing a 2,6-diaminopyridine coupling component
WO2000076980A1 (en) * 1999-06-10 2000-12-21 Yamanouchi Pharmaceutical Co., Ltd. Novel nitrogen-contaiing heterocyclic derivatives or salts thereof
WO2003080737A1 (en) * 2002-03-22 2003-10-02 Ciba Specialty Chemicals Holding Inc. Azo dyes
US7026459B2 (en) 2002-03-22 2006-04-11 Ciba Specialty Chemicals Corporation Azo dyes
KR101017849B1 (en) * 2002-03-22 2011-03-04 시바 홀딩 인크 Azo dyes
WO2006024618A1 (en) * 2004-09-03 2006-03-09 Huntsman Advanced Materials (Switzerland) Gmbh Cyanopyridine-based azo dyes

Also Published As

Publication number Publication date
SU458133A3 (en) 1975-01-25
CH582215A5 (en) 1976-11-30
IT945532B (en) 1973-05-10
JPS605618B1 (en) 1985-02-13
FR2118075A1 (en) 1972-07-28
JPS5373568A (en) 1978-06-30
GB1377506A (en) 1974-12-18
NL7117139A (en) 1972-06-21
BE776859A (en) 1972-06-19
FR2118075B1 (en) 1976-04-30
JPS5931502B2 (en) 1984-08-02
CS166298B2 (en) 1976-02-27

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Legal Events

Date Code Title Description
PS Patent sealed
PE20 Patent expired after termination of 20 years