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CH234518A - Process for the production of a urea derivative. - Google Patents

Process for the production of a urea derivative.

Info

Publication number
CH234518A
CH234518A CH234518DA CH234518A CH 234518 A CH234518 A CH 234518A CH 234518D A CH234518D A CH 234518DA CH 234518 A CH234518 A CH 234518A
Authority
CH
Switzerland
Prior art keywords
oxy
urea derivative
weight
parts
mol
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 CH234518A publication Critical patent/CH234518A/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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/14—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents with phosgene or thiophosgene

Landscapes

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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 232121.    Verfahren zur     Herstellung        eines        Harnstoffderivates.            Fis        wurde    .gefunden,     dass    man zu einem       neuen        ]Elarnstoffderivat        gelangt,    das     gleich-          zeitigeinen        wertvollen        Azofarbstoff        darstellt,     wenn man auf 1     Mol        der        2-1Vlethyl-4-,

  (4"-          amxno@)-bemzoylamino-        5-methoxy-4'-oxy-1,1'-          azobenzol-3'-carbonsä,ure-5'-sulfonsäure        und     1     Mol        4-Amino-4'-oxy-1,1'-azobenzo#l-3'-car-          honsäure    1     Mol        Phos;gen        einwirken        lässt.     



  Der neue Farbstoff stellt     ein    gelbes  Pulver dar, das     Baumwolle    in schwach     alka-          lischem    Bade, das mit einer     Kupfersalzlösung     aus     Kupfersulfat    und     weinsaurem,        Natrium          versetzt    wurde, in     wasahiechtem;        grünstichig          selbem        Tone        anfärbt.     



       Beispiel:     38,1     Gewichtsteile        edles        Monoazofarbstoffes     aus     ediazotierter        1-Amino-4-oxybenzol-3-carb-          oxy-5-!sulfonsäure    und     1-Methyl-3,-amino-4-          methoxybenzo#l    werden     als        Na-Salz        unter    Zu  satz von 1.3,

  5     Gewichtsteilen        Natriumacetat     in 250     Gewichtsteilen        Wasser        .gelöst.        Diese          Lösung    wird bei     etwa.    60  mit 18,5 Gewichts  teilen     4-Nitrobenzoylchlo@ri@d,        idie    mit 5 Ga-         wichtsteilen        Aceton        versetzt        wurden,

          behan-          delt.    Man     reduziert        dao        ;gebildete        Nitro-          benzoylpro:dukt        mit    42 Gewichtsteilen kri  stallisiertem     Natriumsulfid,        @clne    in 75     Ge-          wichtsteilen    Wasser     ;gelöst        wurden;,    bei 65     bis     70      zum:

          Aminob,enzoylprodukt.        Das    abge  schiedene     Reduktionsprodukt    wird mit 25,7       Gewichtsteilen        4-Amino,-4'-oxy-1,1'-azoben-          z.ol-3'-carbons@äure        unter        Zusatz    von Natrium  carbonatbis     zur,

  dieutlichen        @alkalisahen        Reak-          tion    in 4000     Gewichtsteilen    Wasser gelöst  und während 24     Stunden        unter        Rühren    bei       30-40     mit     Phosigen        behandelt,        bis        sich    keine  freie     NHz=Gruppe    mehr     nachweisen    lässt.

       Dass          ausgeschiedene        unsymmetrische        Harnstoff-          @d-erivat    wird als     Natriumsalz    ;gefällt,     filtriert     und     ,getrocknet.  



  <B> Additional patent </B> to main patent no. 232121. Process for the production of a urea derivative. It has been found that a new elarnea derivative is obtained which at the same time represents a valuable azo dye if one mole of the 2-1-methyl-4-,

  (4 "- amxno @) - bemzoylamino-5-methoxy-4'-oxy-1,1'-azobenzene-3'-carboxylic acid, acid-5'-sulfonic acid and 1 mole of 4-amino-4'-oxy-1 , 1'-azobenzo # l-3'-car- honic acid allows 1 mol of phosgene to act.



  The new dye is a yellow powder, the cotton in a weakly alkaline bath to which a copper salt solution of copper sulfate and tartaric sodium is added; stains the same shade as green.



       Example: 38.1 parts by weight of noble monoazo dye from ediazotized 1-amino-4-oxybenzene-3-carbo-oxy-5-sulfonic acid and 1-methyl-3, -amino-4-methoxybenzo # l are used as the Na salt under To theorem of 1.3,

  5 parts by weight of sodium acetate dissolved in 250 parts by weight of water. This solution will be at about. 60 with 18.5 parts by weight of 4-nitrobenzoylchlo @ ri @ d, to which 5 parts by weight of acetone were added,

          treated. The nitrobenzoyl product formed is reduced with 42 parts by weight of crystallized sodium sulfide, @clne in 75 parts by weight of water; were dissolved, at 65 to 70 to:

          Aminob, enzoyl product. The separated reduction product is carbonate with 25.7 parts by weight of 4-amino, -4'-oxy-1,1'-azoben- z.ol-3'-carboxylic acid with the addition of sodium

  The actual @alkali reaction dissolved in 4000 parts by weight of water and treated with phosigen for 24 hours with stirring at 30-40, until no more free NH2 group can be detected.

       The unsymmetrical urea derivative which has separated out is precipitated as the sodium salt, filtered and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Harn- @stoffderivates, dadurch ;gekennzeichnet, da.ss man auf 1 Mol der 2-Miethyl-4-(4"-amino)- benzoylamno- 5!-methoxy-4'-oxy-1,1'-azob.en- zol-3'-carbom @ä2u@e-5'@siulfons@äura und 1 Mol 4 -Amiuo-4'-oxy-1, PATENT CLAIM: Process for the preparation of a urea derivative, characterized in that one mole of 2-methyl-4- (4 "-amino) - benzoylamno-5! -Methoxy-4'-oxy-1, 1'-azob.en- zol-3'-carbom @ ä2u @ e-5 '@ siulfons @ äura and 1 mol of 4-Amiuo-4'-oxy-1, 1'-azobenzol-3'-ca-rbonsätire 1 Mol Phos-en einwirken lässt. Der neue Farbstoff stellt ein gelbes Pulver,dar, das Baumwolle in, sehwach alka- s lisahem Bade, ,das mit reiner Kupfersalzlösung aus Kupfersulfat und weinsaurem Natrium versetzt wurde, in waseheehtem brünstiehib gelbem Tone anfärbt. 1'-azobenzene-3'-ca-rbonsätire 1 mol Phosene can act. The new dye is a yellow powder, which stains cotton in, very weakly alkaline, lisahem bath, which has been mixed with a pure copper salt solution of copper sulphate and tartrate of sodium, in a water-resistant, heat-inhibiting yellow shade.
CH234518D 1940-11-22 1940-11-22 Process for the production of a urea derivative. CH234518A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH234518T 1940-11-22
CH232121T 1940-11-22

Publications (1)

Publication Number Publication Date
CH234518A true CH234518A (en) 1944-09-30

Family

ID=25727676

Family Applications (1)

Application Number Title Priority Date Filing Date
CH234518D CH234518A (en) 1940-11-22 1940-11-22 Process for the production of a urea derivative.

Country Status (1)

Country Link
CH (1) CH234518A (en)

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