CH232121A - Process for the production of a urea derivative. - Google Patents

Process for the production of a urea derivative.

Info

Publication number
CH232121A
CH232121A CH232121DA CH232121A CH 232121 A CH232121 A CH 232121A CH 232121D A CH232121D A CH 232121DA CH 232121 A CH232121 A CH 232121A
Authority
CH
Switzerland
Prior art keywords
urea derivative
production
weight
parts
sodium
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 CH232121A publication Critical patent/CH232121A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B43/00Preparation of azo dyes from other azo compounds
    • C09B43/12Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/14Preparation 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

  

  Verfahren zur Herstellung eines     Harnstoffderivates.       Es wurde gefunden, dass man zu einem  neuen     Harnstoffderivat    gelangt, das gleich  zeitig einen wertvollen     Azofarbstoff    dar  stellt, wenn man auf 21     Mol    der     2-Methyl-4-          (4"-amino)-        benzoylamino-5    -     methoxy-4'-        oxy-          1,

  1'-        azobenzol        -Y-        earbonsäure-        5'-sulfonsäure     1     Mol        Phosen        einwirken    lässt.  



  Der neue Farbstoff stellt ein gelbes Pul  ver dar, das Baumwolle in schwach alka  lischem Bade, das mit einer Kupfersalz  lösung aus Kupfersulfat und weinsaurem  Natrium versetzt wurde, in waschechtem       grünstichig    gelbem Tone anfärbt.  



  <I>Beispiel:</I>  76,2 Gewichtsteile des     Monoazofarbstoffes     aus     diazotierter        1-Amino-4-oxybenzol-3-caTb-          oxy-5-su,1fonsäure    und 1     Methyl-3-amino-4-          methoxybenzol    werden als Na-Salz     unter    Zu  satz von 27 Gewichtsteilen     Natriumacetat    in  500 Gewichtsteilen Wasser gelöst. Diese Lö  sung     wird    bei etwa     60, '    mit     .39    Gewichts  teilen     4-Nitrobenzoylchlorid,    die mit 10 Ge  wichtsteilen Aceton versetzt wurden, behan  delt.

   Man reduziert das gebildete     Nitroben-          zoylprodukt    mit 84 Gewichtsteilen kristalli  siertem     Natriumsulfid,    die in 150 Gewichts-    teilen     Wasser    gelöst wurden bei 65-70  zum       Aminobenzoylprodukt.    Das abgeschiedene       Reduktionsprodukt    wird     unter    Zusatz von       Natriumcarbonat        biss    zur deutlichen alka  lischen     Reaktion    in 2000     Gewichtsteilen     Wasser gelöst und während 24 Stunden un  ter Rühren bei     30-409    mit     Phosgen     <RTI  

   ID="0001.0044">   behan-          Jelt,    bis sich keine freie     NHZ-Gruppe    mehr  nachweisen lässt. Das ausgeschiedene Harn  stoffderivat     wird    als     Natriumsalz    gefällt,  filtriert und getrocknet.



  Process for the production of a urea derivative. It has been found that a new urea derivative is obtained, which at the same time represents a valuable azo dye if one uses 21 mol of 2-methyl-4- (4 "-amino) - benzoylamino-5 - methoxy-4'-oxy -          1,

  1'-azobenzene -Y- carboxylic acid 5'-sulfonic acid allows 1 mol of phosene to act.



  The new dye is a yellow powder that dyes cotton in a weakly alkaline bath to which a copper salt solution of copper sulfate and tartaric acid sodium has been added in a washable, greenish yellow shade.



  <I> Example: </I> 76.2 parts by weight of the monoazo dye from diazotized 1-amino-4-oxybenzene-3-caTb-oxy-5-su, 1fonic acid and 1 methyl-3-amino-4-methoxybenzene are used as Na -Salt with the addition of 27 parts by weight of sodium acetate dissolved in 500 parts by weight of water. This solution is treated at about 60 'with .39 parts by weight of 4-nitrobenzoyl chloride to which 10 parts by weight of acetone have been added.

   The nitrobenzoyl product formed is reduced with 84 parts by weight of crystallized sodium sulfide, which were dissolved in 150 parts by weight of water at 65-70 to the aminobenzoyl product. The deposited reduction product is dissolved in 2000 parts by weight of water with the addition of sodium carbonate until a clear alkaline reaction occurs, and phosgene <RTI for 24 hours under stirring at 30-409

   ID = "0001.0044"> treated until no more free NHZ groups can be detected. The urea derivative which is excreted is precipitated as the sodium salt, filtered and dried.

 

Claims (1)

PATENTANSPRUCH: 'Verfahren zur Herstellung eines Harn stoffderivates, dadurch gekennzeichnet, dass man auf 2 Mol .der 2-Methyl-4-(4"-amino)- b enzoylamino-5-methoxy-4'-oxy.-1,1'- azoben- zol-3'-earbonsäure-5'=sulfonsäure 1 Mol Phos- gen einwirken lässt. PATENT CLAIM: 'Process for the production of a urea derivative, characterized in that 2-moles of 2-methyl-4- (4 "-amino) - b enzoylamino-5-methoxy-4'-oxy.-1,1' - azoben-zol-3'-carboxylic acid-5 '= sulfonic acid allows 1 mol of phosgene to act. Der neue Farbstoff stellt ein gelbes Pulver dar, das Baumwolle in schwach alka lischem Bade, das mit einer Kupfersalz lösung aus Kupfersulfat und weinsaurem Natrium versetzt wurde, in waschechtem grünstichiggelbem Tone anfärbt. The new dye is a yellow powder that stains cotton in a weakly alkaline bath to which a copper salt solution of copper sulfate and tartrate of sodium is added in a washable, greenish-yellow shade.
CH232121D 1940-11-22 1940-11-22 Process for the production of a urea derivative. CH232121A (en)

Applications Claiming Priority (1)

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

Publications (1)

Publication Number Publication Date
CH232121A true CH232121A (en) 1944-05-15

Family

ID=4457436

Family Applications (1)

Application Number Title Priority Date Filing Date
CH232121D CH232121A (en) 1940-11-22 1940-11-22 Process for the production of a urea derivative.

Country Status (1)

Country Link
CH (1) CH232121A (en)

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