CH292298A - Process for the preparation of a monoazo dye of the pyrazolone series. - Google Patents

Process for the preparation of a monoazo dye of the pyrazolone series.

Info

Publication number
CH292298A
CH292298A CH292298DA CH292298A CH 292298 A CH292298 A CH 292298A CH 292298D A CH292298D A CH 292298DA CH 292298 A CH292298 A CH 292298A
Authority
CH
Switzerland
Prior art keywords
pyrazolone
dye
monoazo dye
preparation
pyrazolone series
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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
Application filed by Ciba Geigy filed Critical Ciba Geigy
Publication of CH292298A publication Critical patent/CH292298A/en

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Classifications

    • 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
    • C09B29/3647—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms
    • C09B29/3652—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles
    • C09B29/366—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles containing hydroxy-1,2-diazoles, e.g. pyrazolone
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F23—COMBUSTION APPARATUS; COMBUSTION PROCESSES
    • F23C—METHODS OR APPARATUS FOR COMBUSTION USING FLUID FUEL OR SOLID FUEL SUSPENDED IN  A CARRIER GAS OR AIR 
    • F23C1/00—Combustion apparatus specially adapted for combustion of two or more kinds of fuel simultaneously or alternately, at least one kind of fuel being either a fluid fuel or a solid fuel suspended in a carrier gas or air
    • F23C1/02—Combustion apparatus specially adapted for combustion of two or more kinds of fuel simultaneously or alternately, at least one kind of fuel being either a fluid fuel or a solid fuel suspended in a carrier gas or air lump and liquid fuel

Landscapes

  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Combustion & Propulsion (AREA)
  • Mechanical Engineering (AREA)
  • General Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

  

  Verfahren zur Herstellung     eines        Monoazofarbstofes    der     Pyrazolonreihe.       Es wurde gefunden, dass man zu einem       neuen,    wertvollen,     sulfonsäuregruppenfreien          Monoazofarbstoff    gelangt, wenn man diano  tiertes     4-Nitro-6-ehlor-2-amino-l-oxybenzol    mit  l     -l'heny        1-3-methyl-5-pyrazolon-3'    -     sulfonsäure-          N-methylamid    vereinigt.  



  Der neue Farbstoff bildet ein dunkelrot  braunes Pulver, das sich in heissem Wasser  mit rotbrauner, in konzentrierter Schwefel  säure mit gelbbrauner Farbe löst. Der Farb  stoff färbt Wolle nach dem     Einbadehromie-          rnrigsverfahren    in echten     Orangetönen.     



  Die Kupplung des auf übliche Weise, z. B.  mit Hilfe von Salzsäure und     Natriumnitrit,     dianotierten     4-Nitro-6-chlor-\?-amino-l-oxyben-          zols    mit dem     Pyrazolonsulfonsäureamid    kann  nach üblichen, an sich bekannten Methoden  erfolgen, z. B. in alkalischem, vorzugsweise       seliwaeh    alkalischem Mittel.

           Beispiel:     26,7 Teile     1-Phenyl-3-methyl-5-pyrazolon-          3'-sulfonsä.ure-N-methylamid    werden in 100  Teilen Wasser und 8 Teilen     Natriumhydroxyd       gelöst und bei 0  mit der auf übliche Weise  hergestellten     Diazoverbindung    aus 18,85 Tei  len     6-Chlor-4-nitro-2-amino-l-oxybenzol    ver  einigt. Die Kupplung setzt sofort ein und ist  nach kurzer Zeit beendet.

   Nun gibt man pro  100 Raumteile der so erhaltenen Farbstoff  suspension etwa 10 Teile     Natriumchlorid    zu,  rührt nochmals eine Stunde, filtriert den       Farbstoff        ab,        wäscht        ihn        mit    5     %        iger        Na-          triumchloridlösung    nach und trocknet ihn.



  Process for the preparation of a monoazo dye of the pyrazolone series. It has been found that a new, valuable, sulfonic acid group-free monoazo dye is obtained if diano-tated 4-nitro-6-chloro-2-amino-1-oxybenzene is used with 1-pheny 1-3-methyl-5-pyrazolone -3 '- sulfonic acid N-methylamide combined.



  The new dye forms a dark red-brown powder that dissolves in hot water with a red-brown color and in concentrated sulfuric acid with a yellow-brown color. The dye dyes wool in real shades of orange using the single-edging method.



  The coupling of the in the usual way, for. B. with the help of hydrochloric acid and sodium nitrite, dianotized 4-nitro-6-chloro - \? - amino-1-oxyben- zols with the pyrazolonsulfonic acid amide can be carried out according to conventional methods known per se, eg B. in alkaline, preferably seliwaeh alkaline agent.

           Example: 26.7 parts of 1-phenyl-3-methyl-5-pyrazolone-3'-sulfonic acid-N-methylamide are dissolved in 100 parts of water and 8 parts of sodium hydroxide and, at 0, with the conventionally prepared diazo compound from 18 , 85 parts of 6-chloro-4-nitro-2-amino-1-oxybenzene united. The clutch starts immediately and ends after a short time.

   About 10 parts of sodium chloride are then added per 100 parts by volume of the dyestuff suspension thus obtained, the mixture is stirred for another hour, the dyestuff is filtered off, washed with 5% sodium chloride solution and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Monoazo- farbstoffes der Pyrazolonreihe, dadurch ge kennzeichnet, dass man dianotiertes 4-Nitro-6- ehlor-2-amino-l-oxybenzol mit 1-Phenyl-3-me- thyl-5-pyrazolon-3'-sulfonsäure-N-methylamid vereinigt. Der neue Farbstoff bildet ein dunkelrot- braunes Pulver, das sich in heissem Wasser mit rotbrauner, in konzentrierter Schwefel säure mit gelbbrauner Farbe löst. Claim: Process for the production of a monoazo dye of the pyrazolone series, characterized in that dianotated 4-nitro-6-chloro-2-amino-1-oxybenzene is mixed with 1-phenyl-3-methyl-5-pyrazolone-3 '-sulfonic acid-N-methylamide combined. The new dye forms a dark red-brown powder that dissolves in hot water with a red-brown color and in concentrated sulfuric acid with a yellow-brown color. Der Farb stoff färbt Wolle nach dem Einbadchromie- rungsverfahren in echten Orangetönen. The dye dyes wool in real shades of orange using the one-bath chrome plating process.
CH292298D 1949-12-20 1949-12-20 Process for the preparation of a monoazo dye of the pyrazolone series. CH292298A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH287560T 1949-12-20
CH292298T 1949-12-20

Publications (1)

Publication Number Publication Date
CH292298A true CH292298A (en) 1953-07-31

Family

ID=25732713

Family Applications (1)

Application Number Title Priority Date Filing Date
CH292298D CH292298A (en) 1949-12-20 1949-12-20 Process for the preparation of a monoazo dye of the pyrazolone series.

Country Status (1)

Country Link
CH (1) CH292298A (en)

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