CH276921A - Process for the production of a vat dye. - Google Patents

Process for the production of a vat dye.

Info

Publication number
CH276921A
CH276921A CH276921DA CH276921A CH 276921 A CH276921 A CH 276921A CH 276921D A CH276921D A CH 276921DA CH 276921 A CH276921 A CH 276921A
Authority
CH
Switzerland
Prior art keywords
parts
production
formula
vat
vat dye
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 CH276921A publication Critical patent/CH276921A/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
    • C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
    • C09B5/44—Azines of the anthracene series

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 273956.    Verfahren     zur    Herstellung eines     Küpenfarbatoffes.       Es wurde gefunden, dass ein wertvoller       Küpenfarbstoff    hergestellt werden kann, wenn  man das     Chinazolinderivat    der Formel  
EMI0001.0005     
    mit     4-Aminoanthrachinon-2,1(N)-benzolacri-          don    umsetzt.  



  Der neue Farbstoff ist ein dunkelgrünes  Produkt, das Baumwolle aus braunvioletter       Küpe    in gelbgrünen Tönen färbt.  



  Das     Chinazolinderivat    der obigen Formel  kann beispielsweise wie folgt hergestellt wer  den:  3 Teile des     Furanderivates    der Formel  
EMI0001.0011     
    (darstellbar durch Erhitzen von     2-Amino-          anthrachinon-3-carbonsäure    mit     Furan-2-car-          bonsäurechlorid    in Nitrobenzol) werden in 200  Teilen 90     o/oiger    Schwefelsäure kalt gelöst und    auf Eis ausgetragen. Man filtriert und wäscht  den Rückstand mit     W,        asser    aus.

   Der Filter  kuchen wird hierauf mit 250 Teilen konzen  trierter     Ammoniaklösung    sechzehn Stunden in  einer Kugelmühle bei Zimmertemperatur ge  mahlen. Die erhaltene feine Suspension des  2-     (2'-Furoyl)        -aminoanthrachinon-3-carbon-          säureamides    der Formel  
EMI0001.0023     
    wird hierauf nach Zusatz von 500 Teilen  30     o/oiger        Kaliumhydroxydlösung    vier Stunden  auf 95 bis 1000 erhitzt. Dabei wird das 2-(2'  Furyl)-4-oxyphthaloyl-chinazolin der Formel  
EMI0001.0026     
    gebildet.

    2 Teile des so erhaltenen Produktes wer  den mit 1,5 Teilen     Phosphorpentachlorid    in  40 Teilen     Nitrobenzol    kurze Zeit zum Sieden      erhitzt, wobei nach dem Erkalten, Filtrieren  und Auswaschen das obige Produkt erhalten  wird.  



       Beispiel:     1.,5 Teile 2-     (2'-Furyl)        -4-chlorphthaloy1-          chinazolin    und 1,4 Teile 4-Aminoanthrachi-         non-2,1.    (N)     -benzolaeridon    werden in 30 Teilen  Phenol eine Viertelstunde zum Sieden erhitzt.  Nach Zusatz von 30 Teilen     Pcridin    lässt man  auf etwa. 600 erkalten, saugt ab und wäscht  mit Alkohol aus. Das Kondensationsprodukt  der Formel  
EMI0002.0008     
    kann durch fraktionierte Fällung aus konzentrierter Schwefelsäure rein erhalten werden.



  <B> Additional patent </B> to main patent no. 273956. Process for the production of a vat colorant. It has been found that a valuable vat dye can be made using the quinazoline derivative of the formula
EMI0001.0005
    with 4-aminoanthraquinone-2,1 (N) -benzolacridone implemented.



  The new dye is a dark green product that dyes cotton from a brown-violet vat in yellow-green tones.



  The quinazoline derivative of the above formula can be prepared as follows, for example: 3 parts of the furan derivative of the formula
EMI0001.0011
    (can be prepared by heating 2-aminoanthraquinone-3-carboxylic acid with furan-2-carboxylic acid chloride in nitrobenzene) are dissolved cold in 200 parts of 90% sulfuric acid and poured onto ice. It is filtered and the residue is washed with water.

   The filter cake is then ground with 250 parts of concentrated ammonia solution for sixteen hours in a ball mill at room temperature. The resulting fine suspension of 2- (2'-furoyl) -aminoanthraquinone-3-carboxylic acid amide of the formula
EMI0001.0023
    is then heated to 95 to 1000 for four hours after the addition of 500 parts of 30% potassium hydroxide solution. The 2- (2 'furyl) -4-oxyphthaloyl-quinazoline has the formula
EMI0001.0026
    educated.

    2 parts of the product thus obtained are heated to the boil with 1.5 parts of phosphorus pentachloride in 40 parts of nitrobenzene for a short time, the above product being obtained after cooling, filtering and washing.



       Example: 1., 5 parts of 2- (2'-furyl) -4-chlorophthaloy1-quinazoline and 1.4 parts of 4-aminoanthraquinone-2,1. (N) -benzolaeridon are heated to boiling in 30 parts of phenol for a quarter of an hour. After adding 30 parts of pcridine, the mixture is left to about. 600 cool, vacuum and wash out with alcohol. The condensation product of the formula
EMI0002.0008
    can be obtained in pure form by fractional precipitation from concentrated sulfuric acid.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Küpenfarbstoffes, dadurch gekennzeichnet, dass man das Chinazolinderivat der Formel EMI0002.0013 mit 4-Aminoanthrachinon- 2,1(N)-benzolacri- don umsetzt. Der neue Farbstoff ist ein dunkelgrünes Produkt, das Baumwolle aus braunvioletter Küpe in gelbgrünen Tönen färbt.. PATENT CLAIM: Process for the production of a vat dye, characterized in that the quinazoline derivative of the formula EMI0002.0013 with 4-aminoanthraquinone-2,1 (N) -benzolacridone implemented. The new dye is a dark green product that dyes cotton from a brown-violet vat in yellow-green tones.
CH276921D 1948-03-16 1948-03-16 Process for the production of a vat dye. CH276921A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH273956T 1948-03-16
CH276921T 1948-03-16

Publications (1)

Publication Number Publication Date
CH276921A true CH276921A (en) 1951-07-31

Family

ID=25731513

Family Applications (1)

Application Number Title Priority Date Filing Date
CH276921D CH276921A (en) 1948-03-16 1948-03-16 Process for the production of a vat dye.

Country Status (1)

Country Link
CH (1) CH276921A (en)

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