CH125718A - Process for the production of an anthraquinone derivative. - Google Patents

Process for the production of an anthraquinone derivative.

Info

Publication number
CH125718A
CH125718A CH125718DA CH125718A CH 125718 A CH125718 A CH 125718A CH 125718D A CH125718D A CH 125718DA CH 125718 A CH125718 A CH 125718A
Authority
CH
Switzerland
Prior art keywords
amino
production
formaldehyde
formic acid
anthraquinone derivative
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH125718A publication Critical patent/CH125718A/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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/28—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups
    • C09B1/285—Dyes with no other substituents than the amino groups

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Anthrachinonderivates.            cenverschiebung    nach blau mehr zeigt. Nach  Erreichung dieses Zustandes wird das Reak  tionsprodukt mit Wasser verdünnt,     abge-          nutscht,    gewaschen und getrocknet. Es re  sultiert ein ziegelrotes Pulver, das sich in  Alkohol schwer,     in.        Nitrobenzol    leicht mit  roter Farbe löst. Die Lösungsfarbe in kon  zentrierter Schwefelsäure ist schmutzig vio  lett.  



  Diese Verbindung wird hierauf in eine  Lösung von 65 Teilen kristallisiertem Schwe  felnatrium in     -150    Teilen Wasser einge  tragen und unter Rühren eine Stunde bei  90 bis 95  erwärmt. Hierauf wird filtriert,  gewaschen und getrocknet.  



  Zum gleichen -Ergebnis kommt man, wenn       inan    in der ersten Phase auf     1-Amino-4-ni-          troanthrachinon    zunächst Formaldehyd und  hierauf Ameisensäure, oder zunächst Amei  sensäure und hierauf Formaldehyd ein  wirken lässt.    Es wurde gefunden,     da.ss    man ein     Anthra-          chinonderivat    erhält, wenn man     1-Amino-d-          nii:roanthrachinon,    Formaldehyd und Amei  sensäure aufeinander einwirken lässt und das  o erhaltene Produkt mit solchen Mitteln be  handelt, welche die     N0._-    in eine     NH-.-Gruppe     umwandeln.

   Das so erhaltene     Anthrachinon-          durivat,        zweif        ellos        dasl-Methyla.mino-4-amino-          anthrachinon    löst sich     inorganischen        Lösungs-          initteln    mit blauvioletter Farbe. Es stellt ein       @vertvollcs    Zwischenprodukt für die Her  stellung weiterer Farbstoffe dar und färbt       Zelluloseester,    wie zum Beispiel     Acetatseide.     echt violett.  



       BeisrAell:          ?6    Teile 1-     Amino    - d -     nitroanthrachinoii          wurden    im emaillierten Kessel unter gutem       Iitihren    in 150 Teilen     83,5%iger    Ameisen  säure suspendiert. Zu dieser Suspension       werden    bei gewöhnlicher Temperatur 50 Teile  einer wässerigen     Formaldehydlösung    von 40       Volumprozent    zugesetzt. Es wird alsdann bei       Wasserbadtemperatur    solange gerührt, bis       (#ine    mit Schwefelnatrium reduzierte und in  Alkohol gelöste Probe keine weitere Nuan-



  Process for the production of an anthraquinone derivative. cen shift to blue shows more. After this state has been reached, the reaction product is diluted with water, filtered off with suction, washed and dried. The result is a brick-red powder that dissolves with difficulty in alcohol and easily with a red color in nitrobenzene. The solution color in concentrated sulfuric acid is dirty purple.



  This compound is then introduced into a solution of 65 parts of crystallized sulfur sodium in -150 parts of water and heated at 90 to 95 for one hour with stirring. It is then filtered, washed and dried.



  The same result is obtained if, in the first phase, 1-amino-4-nitroanthraquinone is first treated with formaldehyde and then formic acid, or first with formic acid and then with formaldehyde. It has been found that an anthraquinone derivative is obtained if 1-amino-d- nii: roanthraquinone, formaldehyde and formic acid are allowed to act on one another and the product obtained is treated with agents which reduce the NO ._- convert into an NH -.- group.

   The anthraquinone durivative obtained in this way, undoubtedly dasl-methyla.mino-4-amino anthraquinone, dissolves in inorganic solvents with a blue-violet color. It is a @vertvollcs intermediate product for the manufacture of other dyes and dyes cellulose esters, such as acetate silk. real purple.



       BeisrAell: 6 parts of 1 - amino - d - nitroanthraquinone were suspended in 150 parts of 83.5% formic acid in an enamelled kettle with good Iitihren. To this suspension, 50 parts of an aqueous formaldehyde solution of 40 percent by volume are added at ordinary temperature. It is then stirred at water bath temperature until (# a sample reduced with sodium sulphide and dissolved in alcohol does not contain any further

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Anthra- chinonderivates, dadurch gekennzeichnet, dass man 1-Amino-4-nitroanthracliinon, Formal dehyd und Ameisensäure aufeinander ein wirken lässt und das so erhaltene Produkt mit solchen Mitteln behandelt, welche die N02- in eine NH2-Gruppe umwandeln. Das so erhaltene Anthrachinonderivat, zweifel los das 1-Methylamino-4-aminoanthrachinon, löst sich in organischen Lösungsmitteln mit blauvioletter Farbe. PATENT CLAIM: Process for the production of an anthrachinone derivative, characterized in that 1-amino-4-nitroanthracliinone, formaldehyde and formic acid are allowed to act on one another and the product thus obtained is treated with agents which convert the NO2 into an NH2 group convert. The anthraquinone derivative obtained in this way, no doubt 1-methylamino-4-aminoanthraquinone, dissolves in organic solvents with a blue-violet color. Es stellt ein wertvolles Zwischenprodukt für die Herstellung wei- terer Farbstoffe dar und färbt Zelluloseester, wie zum Beispiel Acetatseide, echt violett. UNTERANSPRUCH: Verfahren- nach Patentanspruch. ' da durch gekennzeichnet, dass man das 1-Amino- 4..nitroanthrachinon gleichzeitig mit Formal dehyd und mit Ameisensäure behandelt. It is a valuable intermediate product for the manufacture of other dyes and dyes cellulose esters, such as acetate silk, really purple. SUBClaim: Method according to patent claim. 'as characterized in that the 1-amino-4..nitroanthraquinone is treated simultaneously with formaldehyde and with formic acid.
CH125718D 1926-08-26 1926-08-26 Process for the production of an anthraquinone derivative. CH125718A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH125718T 1926-08-26

Publications (1)

Publication Number Publication Date
CH125718A true CH125718A (en) 1928-05-01

Family

ID=4384268

Family Applications (1)

Application Number Title Priority Date Filing Date
CH125718D CH125718A (en) 1926-08-26 1926-08-26 Process for the production of an anthraquinone derivative.

Country Status (1)

Country Link
CH (1) CH125718A (en)

Similar Documents

Publication Publication Date Title
CH125718A (en) Process for the production of an anthraquinone derivative.
DE541267C (en) Process for the production of Kuepen dyes
DE628124C (en) Process for the production of Kuepen dyes of the anthraquinone series
DE508108C (en) Process for the preparation of Kuepen dyes of the pyranthrone series
AT95240B (en) Process for the preparation of 1-arylamido-2-naphthols.
AT96528B (en) Process for the preparation of hydrazo derivatives of anthraquinone.
DE478739C (en) Process for the production of derivatives of the alkylaminoanthraquinones
AT96507B (en) Process for the preparation of vat dyes and raw materials therefor.
DE418270C (en) Process for the preparation of nitrogen-containing anthraquinone derivatives
CH137119A (en) Process for the production of an anthraquinone derivative.
CH137122A (en) Process for the production of an anthraquinone derivative.
CH137121A (en) Process for the production of an anthraquinone derivative.
CH137118A (en) Process for the production of an anthraquinone derivative.
CH137091A (en) Process for the production of an anthraquinone derivative.
CH144305A (en) Process for the production of a vat dye of the pyrazole anthrone series.
CH151155A (en) Process for the preparation of a new dye of the anthraquinone acridone series.
CH184016A (en) Process for the production of a new anthraquinone dye.
CH178748A (en) Process for the preparation of a dye of the triarylmethane series.
CH252533A (en) Process for the production of a vat dye.
CH108932A (en) Process for the production of a new vat dye.
CH175881A (en) Process for the preparation of a substantive copper-containing azo dye.
CH156451A (en) Process for the production of a new vat dye.
CH133385A (en) Process for the production of an anthraquinone derivative.
CH118627A (en) Process for the preparation of a basic dye of the malachite green series.
CH133699A (en) Process for the preparation of dichloroisodibenzanthrone.