CH234519A - Process for the production of a urea derivative. - Google Patents

Process for the production of a urea derivative.

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Publication number
CH234519A
CH234519A CH234519DA CH234519A CH 234519 A CH234519 A CH 234519A CH 234519D A CH234519D A CH 234519DA CH 234519 A CH234519 A CH 234519A
Authority
CH
Switzerland
Prior art keywords
parts
methyl
production
mol
weight
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 CH234519A publication Critical patent/CH234519A/en

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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

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

Description

  

  Zusatzpatent zum     Hauptpatent    Nr. 232121.    Verfahren zur     Herstellung    eines     Harnstoffderivates.       Es     wurde    gefunden,     @dass        mein.    zu einem  neuen     Harustoffd@erivat    gelangt, das gleich,  zeitig einen     wertvollen        Azofarbstoffdarstellt,     wenn man auf 1     Mol    der     2-Methyl-4-,(3"-          amRno)        -benzoylamino        -5-methoxy-2'-:oxy-1,1'-          azobenzol-3'-carbo#nis,äure-5'-@sul:

  fonsäur@e    und  1     Mol        4-Amino-@3-methyl-4'-@oxy-1,1'-azoben-          zol-3'-carbo@nsä.ure    1     Mol        Phosb    n einwirken       l;äss.t.     



  Der neue     Farbstoff    stellt ein braunes       Pulver    dar, das     Baumwolle    in     schwach    alka  lischem Bade,     @d@as    mit einer     Kupfersalzlösung     aus     Kupfersulfat    und     weinsaurem    Natrium  versetzt wurde, in waschechtem     rotstichig          gelbem        \hone    anfärbt.

           Beispiel:     38,1     Gewichtsteile    ,des     M@onoazo@farb,stoffes     aus     ,dianotierter        1-Amino-4-oxybenzol-3-earb-          oxy-5-@sulfonsäure        und        1-Methyl-3-amino-4-          methoxybenzo#l    werden als     Na-Salz        unter    Zu  satz von 13,5 Gewichtsteilen     Natriumacetat     in 250     Gewichtsteilen    Wasser gelöst.

   Diese  Lösung wird bei etwa 60  mit 18,5 Gewichts-    teilen 3     Nitrobenzoylchlorid,    die mit 5     Ge-          wichtsteilen        Aceton    versetzt wurden, behan  delt. Man     reduziert        Idas    gebildete     Nitro-          benzoylp@ro,dukt        mit    42 Gewichtsteilen:

       kri-          stallisiertem        Natriumsulfid,    die in 75 Ge  wichtsteilen Wasser gelöst wurden, bei 65 bis  70 ' zum     Aminob,ennizoylpro,dukt.    Das abge  schiedene     Reduktiousp@ro,dukt        wird    mit 27,1  Gewichtsteilen     4-Amino-3-methyl-4'-oxy-1,1'-          azo#b@enzol-3'-caTbo#nsäure    '     unter        Zusatz    von       Natriumcarbonat    bis zur     deutlichen;

      alkali  schen     Reaktion,    in 4000 Teilen     Wasser    gelöst  und während 24 Stunden unter Rühren bei  30-40      mit        Pho        ,gen        behandelt,    bis sieh keine  freie     NHZ=Gruppe    mehr nachweisen     lässt.    Das  ausgeschiedene     unsymmetrische        Harnstoff-          derivät        wird        als,        Na.triumsadz    gefällt,     filtriert     und getrocknet.



  Additional patent to main patent no. 232121. Process for the production of a urea derivative. It was found @that my. arrives at a new Harustoffd @ erivat, which at the same time represents a valuable azo dye, if one mole of 2-methyl-4 -, (3 "- amRno) -benzoylamino -5-methoxy-2 '-: oxy-1, 1'-azobenzene-3'-carbo # nis, aure-5 '- @ sul:

  Fonsäur @ e and 1 mol of 4-amino- @ 3-methyl-4 '- @ oxy-1,1'-azoben- zol-3'-carbo@nsä.ure 1 mol of Phosb n act l; äss.t.



  The new dye is a brown powder that dyes cotton in a weakly alkaline bath, @ d @ as with a copper salt solution of copper sulfate and tartrate of sodium, in washable reddish yellow \ hone.

           Example: 38.1 parts by weight of the M @ onoazo @ color substance made from dianotated 1-amino-4-oxybenzene-3-earboxy-5- @ sulfonic acid and 1-methyl-3-amino-4-methoxybenzo # l are dissolved as sodium salt with addition of 13.5 parts by weight of sodium acetate in 250 parts by weight of water.

   This solution is treated at about 60 with 18.5 parts by weight of 3 parts by weight of 3 nitrobenzoyl chloride to which 5 parts by weight of acetone have been added. The nitrobenzoylp @ ro formed is reduced by 42 parts by weight:

       crystallized sodium sulfide, which were dissolved in 75 parts by weight of water, at 65 to 70 'to the aminob, ennizoylpro, product. The precipitated Reduktiousp @ ro, duct is with 27.1 parts by weight of 4-amino-3-methyl-4'-oxy-1,1'-azo # b @ enzol-3'-caTbo # näur 'with the addition of sodium carbonate to the clear;

      alkaline reaction, dissolved in 4000 parts of water and treated with Pho, gene for 24 hours while stirring at 30-40, until no more free NHZ = group can be detected. The precipitated unsymmetrical urea derivative is precipitated as sodium trium chloride, filtered and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Ha.rn- Aoffderivates, dadurch :gekennzeichnet, dass man auf 1 Mol der 2i-Methyl-4--(3"-amino)- 4s benz@oylamino,- 5 -miethoxy-2'-oxy-1,1'-azoben- zol-3'-carbonisäu re-5'-sulfonsäure und 1 11T.ol 4- 4mino=3@-methyl-4'-ogy-1, Claim: Process for the production of a Ha.rn- Aoffderivates, characterized in that 1 mol of the 2i-methyl-4 - (3 "-amino) - 4s benz @ oylamino, -5 -miethoxy-2'-oxy -1,1'-azoben- zol-3'-carbonic acid-5'-sulfonic acid and 11 parts of 4- 4mino = 3 @ -methyl-4'-ogy-1, 1'-a.zobe!azol-3'- carbonsäure 1 Mol P'hosgen einwirken läss't. Der neue FarbAoff stellt ein braunes Pulver,da.r"da!s Baumwolle in schwach alka lischem Bade, @da@s mit einer Kupfersalzlösung ous Kupfersulfat und weinsaurem Natrium versetzt wurde, in w@ascheehtem rotst, 1'-a.zobe! Azole-3'-carboxylic acid allows 1 mol of P'hosgen to act. The new FarbAoff is a brown powder, because the cotton is in a weakly alkaline bath, @ da @ s has been mixed with a copper salt solution made of copper sulfate and tartrate of sodium, in washed red red, ichiö gelbem Tone anfärbt. ichiö stains yellow clay.
CH234519D 1940-11-22 1940-11-22 Process for the production of a urea derivative. CH234519A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH232121T 1940-11-22
CH234519T 1940-11-22

Publications (1)

Publication Number Publication Date
CH234519A true CH234519A (en) 1944-09-30

Family

ID=25727677

Family Applications (1)

Application Number Title Priority Date Filing Date
CH234519D CH234519A (en) 1940-11-22 1940-11-22 Process for the production of a urea derivative.

Country Status (1)

Country Link
CH (1) CH234519A (en)

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