CH136553A - Process for the preparation of a descendant of the pyrazolanthrone. - Google Patents

Process for the preparation of a descendant of the pyrazolanthrone.

Info

Publication number
CH136553A
CH136553A CH136553DA CH136553A CH 136553 A CH136553 A CH 136553A CH 136553D A CH136553D A CH 136553DA CH 136553 A CH136553 A CH 136553A
Authority
CH
Switzerland
Prior art keywords
pyrazolanthrone
preparation
weight
parts
halobenzanthrone
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie 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
Application filed by Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH136553A publication Critical patent/CH136553A/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
    • C09B5/02—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic ring being only condensed in peri position
    • C09B5/04—Pyrazolanthrones
    • C09B5/06—Benzanthronyl-pyrazolanthrone condensation products

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

      Zusatzpatent    zum Hauptpatent Nr. 133473.         Verfahren    zur Darstellung eines     Abkömmlinges    des     Pyrazolanthrons.       Die vorliegende Erfindung betrifft ein  Verfahren zur Herstellung eines     Bz-1-Benz-          anthronyl-Py-l-pyrazolanthrons    der Formel:  
EMI0001.0007     
    durch     Aufeinandereinwirkenlassen    von     Bz-1-          Halogenbenzanthron,        Pyrazolanthron    Lind Pott  asche in Gegenwart einer geringen Allenge  eines     Kupferkatalysators    für die Halogen  wasserstoffabspaltung.

   Das Produkt ist ein  wertvoller Zwischenkörper für die Herstellung  von     Küpenfarbstoffen.            Beispiele:     1. 22     (Drewichtsteile        Pyrazolanthron    und  15 Gewichtsteile     Kaliumkarbonat    werden in  250 Gewichtsteilen     Nitrobenzol    zunächst bei  gewöhnlicher Temperatur verrührt, wobei ein  dicker, fast farbloser Brei entsteht. Dann  wird     das-_Gemisch    im Ölbade unter Rühren  einige Zeit zum Kochen erhitzt, bis sich  ein einheitliches rotes Salz des     Pyrazol-          anthrons    gebildet hat.

   Nach Zugabe von 35  Gewichtsteilen     Bz-1-Brombenzanthron    und  etwa 1 Gewichtsteil Kupferkarbonat wird  nun weiter 10 Stunden lang bei Siedetempe  ratur verrührt. Das nach dem Erkalten aus  kristallisierte     Benzantbronyl-pyrazolanthron     wird filtriert, mit Nitrobenzol, Alkohol und  Wasser gewaschen und getrocknet. Es bildet  ein gelbes Kristallpulver, das nach noch  maligem     Umlösenr'aus        Nitrobenzol    bei 398  bis 400   schmilzt. Konzentrierte Schwefel  säure     löst-mit        gelbstichig    roter Farbe ohne  Fluoreszenz.

        2. 22 Gewichtsteile     Pyrazolanthron,    22  Gewichtsteile     Kaliumacetat,    31 Gewichtsteile       Bz-l-Brombenzanthron    und 1 Gewichtsteil  Kupferacetat werden in 250 Gewichtsteilen       INTitrobenzol    etwa 8 Stunden lang unter Rühren  am     Rückfluss    gekocht. Nach dem Erkalten  wird filtriert, mit Nitrobenzol, dann mit Sprit  und     Wasser    ausgewaschen und getrocknet.  Das Produkt ist identisch mit dem des Bei  spiels 1.



      Additional patent to the main patent No. 133473. Process for the preparation of a descendant of the pyrazole anthrone. The present invention relates to a process for the preparation of a Bz-1-benzanthronyl-Py-l-pyrazolanthrone of the formula:
EMI0001.0007
    by allowing Bz-1 halobenzanthrone, pyrazole anthrone and pot ash to act on one another in the presence of a small amount of a copper catalyst for the splitting off of hydrogen.

   The product is a valuable intermediate for the production of vat dyes. Examples: 1. 22 (three parts by weight of pyrazolanthrone and 15 parts by weight of potassium carbonate are initially stirred in 250 parts by weight of nitrobenzene at ordinary temperature, a thick, almost colorless paste is formed. Then the mixture is heated to a boil in an oil bath while stirring for some time until a has formed uniform red salt of the pyrazole anthrone.

   After adding 35 parts by weight of Bz-1-bromobenzanthrone and about 1 part by weight of copper carbonate, the mixture is then stirred for a further 10 hours at boiling temperature. The benzantbronylpyrazolanthrone which crystallizes out after cooling is filtered, washed with nitrobenzene, alcohol and water and dried. It forms a yellow crystal powder that melts at 398 to 400 after redissolving it from nitrobenzene again. Concentrated sulfuric acid dissolves with a yellowish red color without fluorescence.

        2. 22 parts by weight of pyrazole anthrone, 22 parts by weight of potassium acetate, 31 parts by weight of Bz-1-bromobenzanthrone and 1 part by weight of copper acetate are refluxed in 250 parts by weight of INTitrobenzene for about 8 hours with stirring. After cooling, it is filtered, washed with nitrobenzene, then with fuel and water and dried. The product is identical to that of example 1.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von Bz-1- Benzanthronyl-Py-l-pyrazolanthron, dadurch gekennzeichnet, dass man Pyrazolanthron, Bz-1-Halogenbenzanthron und Pottasche in Gegenwart einer geringen Menge eines Kupferkatalysators für die Halogenwasser stoffabspaltung aufeinander einwirken lässt Das Produkt bildet ein gelbes Kristall pulver vom Schmelzpunkte- 398-400 G und löst sich in konzentrierter Schwefelsäure mit gelbstichig roter Farbe ohne Fluoreszenz. UNTERANSPRÜCHE: 1. PATENT CLAIM: Process for the preparation of Bz-1-benzanthronyl-Py-l-pyrazolanthrone, characterized in that pyrazolanthrone, Bz-1-halobenzanthrone and potash are allowed to act on one another in the presence of a small amount of a copper catalyst for the elimination of hydrogen halide yellow crystal powder with a melting point of 398-400 G and dissolves in concentrated sulfuric acid with a yellowish red color without fluorescence. SUBCLAIMS: 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, . dass man ein Kupfersalz als Katalysator verwendet. 2. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Umsetzung bei etwa 200 C bewirkt. 3. Verfahren nach Patentansprueh, dadurch gekennzeichnet, dass tnan Pyrazolanthron mit Pottasche umsetzt und auf das so erhaltene Kaliumsalz des Pyrazolanthrons Bz-1-Halogenbenzanthron einwirken lässt. Method according to claim, characterized in that. that a copper salt is used as a catalyst. 2. The method according to claim, characterized in that the reaction is effected at about 200C. 3. The method according to patent claim, characterized in that tnan pyrazole anthrone reacts with potash and allows Bz-1-halobenzanthrone to act on the potassium salt of pyrazole anthrone thus obtained.
CH136553D 1927-10-22 1927-10-22 Process for the preparation of a descendant of the pyrazolanthrone. CH136553A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH133473T 1927-10-22
CH136553T 1927-10-22

Publications (1)

Publication Number Publication Date
CH136553A true CH136553A (en) 1929-11-15

Family

ID=25712065

Family Applications (1)

Application Number Title Priority Date Filing Date
CH136553D CH136553A (en) 1927-10-22 1927-10-22 Process for the preparation of a descendant of the pyrazolanthrone.

Country Status (1)

Country Link
CH (1) CH136553A (en)

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