CH262279A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH262279A
CH262279A CH262279DA CH262279A CH 262279 A CH262279 A CH 262279A CH 262279D A CH262279D A CH 262279DA CH 262279 A CH262279 A CH 262279A
Authority
CH
Switzerland
Prior art keywords
azo dye
preparation
parts
yellow
amino
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 CH262279A publication Critical patent/CH262279A/en

Links

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
    • C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/16—Naphthol-sulfonic acids
    • 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

Description

  

  Verfahren zur Herstellung eines     Azofarbstoffes.       Es wurde gefunden,     dass    man zu einem  wertvollen     Azofarbstoff    gelangt, wenn man       diazotiertes        2-Amino-l-methoxy-4-tertiäramyl-          benzol    mit     1-(2'-Chlor-5'-sLilio)-phenyl-3-me-          thyl-5-pyrazolon    vereinigt.  



  Der neue Farbstoff bildet ein gelbes Pul  ver, das sieh in Wasser mit gelber Farbe löst  und Wolle aus saurem Bade in     rotstichig    gel  ben Tönen färbt.  



  Das beim vorliegenden Verfahren als     Aus-          gangsstoff    dienende     2-Amino-l-niethoxy-4-ter-          tiäramylbenzol        lässt    sich beispielsweise her  stellen durch     Nitrierung    von     1-Oxy-4-tertiär-          amylbenzol,        Methylierung    der     Hydroxyl-          gruppe    und Reduktion des     Nitroätliers.     



  Die     Diazotiertin-    kann nach an sich<B>be-</B>  kannten Methoden     züm    Beispiel mit Hilfe von  Salzsäure     und        Natriumnitrit    durchgeführt  werden.  



  Die Kupplung erfolgt mit Vorteil in     alka-          lisehem,    vorzugsweise     alkaliearbonatalkali-          sehein    Medium.  



  <I>Beispiel:</I>  <B>7,8</B> Teile     2-Amino-l-methoxy-4-tertiära#nyl-          benzol    werden in<B>70</B> Teilen Eiswasser und 12    Teilen konzentrierter Salzsäure als Chlor  hydrat gelöst und hierauf unterhalb<B>50</B> mit  einer konzentrierten Lösung von 2,8 Teilen       Natriumnitrit        diazotiert.    Der Lösung von<B>13</B>  Teilen des     Natriumsalzes    des     1-(2-Chlor-5'-          siLlio)-phenyl-3-methyl-5-pyrazolons    in 200  Teilen Wasser werden noch<B>10</B> Teile wasser  freies     Natriumearbonat    zugesetzt.

   Obige     Di-          azolösung    wird unterhalb<B>50</B> zugegeben. Der  gelbe Farbstoff bildet sieh sofort und wird  nach einiger Zeit     abfiltriert    und getrocknet.



  Process for the preparation of an azo dye. It has been found that a valuable azo dye is obtained if diazotized 2-amino-1-methoxy-4-tertiaryamylbenzene with 1- (2'-chloro-5'-sLilio) -phenyl-3-methyl -5-pyrazolone combined.



  The new dye forms a yellow powder that dissolves in water with a yellow color and dyes wool from an acid bath in reddish yellow shades.



  The 2-amino-1-niethoxy-4-tertiaryamylbenzene used as the starting material in the present process can be produced, for example, by nitration of 1-oxy-4-tertiary amylbenzene, methylation of the hydroxyl group and reduction of the nitro ether.



  The diazotization can be carried out according to methods known per se, for example with the aid of hydrochloric acid and sodium nitrite.



  The coupling is advantageously carried out in an alkaline, preferably alkali carbonate alkaline medium.



  <I> Example: </I> <B> 7.8 </B> parts of 2-amino-1-methoxy-4-tertiary-nylbenzene are used in <B> 70 </B> parts of ice water and 12 parts concentrated hydrochloric acid dissolved as chlorine hydrate and then diazotized below <B> 50 </B> with a concentrated solution of 2.8 parts of sodium nitrite. The solution of <B> 13 </B> parts of the sodium salt of 1- (2-chloro-5'-siLlio) -phenyl-3-methyl-5-pyrazolone in 200 parts of water is still <B> 10 </ B > Parts of anhydrous sodium carbonate added.

   The above diazole solution is added below <B> 50 </B>. The yellow dye forms immediately and is filtered off and dried after a while.

Claims (1)

<B>PATENTANSPRUCH:</B> Verfahren zur Herstellung eines Azofarb- stolles, dadurch gekennzeichnet, dass man di- azotiertes 2-Amino-l-methoxy-4-tertiäramyl- benzol mit 1-(2-Chlor-5'-siilfo)-phenyl-3-nie- thyl-5-pyrazolon vereinigt. Der neue Farbstoff bildet ein gelbes Pul ver, das sieh in Wasser mit gelber Farbe löst und Wolle aus saurem Bade in rotstichig gel ben Tönen färbt. <B> PATENT CLAIM: </B> Process for the production of an azo dye, characterized in that diazotized 2-amino-1-methoxy-4-tertiaryamylbenzene is mixed with 1- (2-chloro-5'-silfo ) -phenyl-3-methyl-5-pyrazolone combined. The new dye forms a yellow powder that dissolves in water with a yellow color and dyes wool from an acid bath in reddish yellow shades.
CH262279D 1947-04-30 1947-04-30 Process for the preparation of an azo dye. CH262279A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH262279T 1947-04-30

Publications (1)

Publication Number Publication Date
CH262279A true CH262279A (en) 1949-06-30

Family

ID=4474289

Family Applications (1)

Application Number Title Priority Date Filing Date
CH262279D CH262279A (en) 1947-04-30 1947-04-30 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH262279A (en)

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