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CH234513A - Process for the production of a urea derivative. - Google Patents

Process for the production of a urea derivative.

Info

Publication number
CH234513A
CH234513A CH234513DA CH234513A CH 234513 A CH234513 A CH 234513A CH 234513D A CH234513D A CH 234513DA CH 234513 A CH234513 A CH 234513A
Authority
CH
Switzerland
Prior art keywords
production
urea derivative
weight
parts
acid
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 CH234513A publication Critical patent/CH234513A/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

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.       Es wurde gefunden,     :d.ass        mann.    zu     :einem     neuen     Harnstoffderivat    gelangt, :das gleich  zeitig einen wertvollen     Azofarbs:to:ff    darstellt,       wenn    man auf 2 Moll .der     2-Methyl-4-(3"-          a@mnnoi)-        benzoylamino-5-methoxy-4'-        oxy        -1,1'-          azobenzol-3'-ca.rbon:

  sä,ure-5'-su,Ifonisäure    1     Mol          Phosigen    einwirken     lä.sst.     



  Der neue     Farbstoff    stellt ein     hellbraunes     Pulver,     :da,r,    das Baumwolle in schwach alka  lischem Bade,     :das    mit einer     Kupfersalzlösung     aus Kupfersulfat und     weinsaurem    Natrium       versetzt    wurde, in,     waschechtem        grü:nstichig          gelbem        Tone    anfärbt.  



  <I>Beispiel:</I>  76,2     Gewichtsteile        :des        Mono:azoTarbstoffes     aus     :diazotierter        1-Amino,-4-o:xybenzol-3-carb-          oxy-5-sul:fons,äure    und     1-Methyl-3-a_mino-4-          n:,ethoxyb,enzol    werden als     Na-Salz        unter    Zu  satz von 27     Gewiahts:

  tei@len        Natriuma,cetat    in  500     Gewichtsteilen        Wasser        geläst.        Diese    Lö  sung wird bei     @etwa    60  mit     -39    Gewichtstei  len     3;-Nitrobenzoylehlorid,    die     mit    10 Ge  wichtsteilen     Aoeton    versetzt wurden, behan  delt.

   Man reduziert     das        gebilclete        Nitro-          benzoylpfro.dukt        mit    84     Gewichtsteilen    kri  stallisiertem     Natriumsulfid,    die in 150 Ge-         wiehtsteilen    Wasser gelöst wurden,

   bei 65 bis  70  zum     Aminobsnzoylpro@dukt..        Dass        ab.ge-          schiedene        Reduktiolnsproclukt        wird    unter Zu  satz von     Natriumcarbonat        bis.        zur.deutliehen     alkalischen     Reaktion    in 4000     Gewichtsteilen     Wässer :

  gelöst und     während    24 Stunden unter  Rühren bei     30--40     mit     Phüsgen        behandelt,     bis     isi@h    keine     freie        NH@=Grupp.o    mehr nach  weisen     lässt.    Das     auegeschiedene        Harnstoff-          deriva1    wird als     Natriums@alz    :gefällt,     filtriert     und     @getro.eknet.  



  <B> Additional patent </B> to main patent no. 232121. Process for the production of a urea derivative. It was found: d.ass man. to: a new urea derivative arrives,: which at the same time represents a valuable azo color: to: ff, if one changes to 2 minor. der 2-methyl-4- (3 "- a @ mnnoi) - benzoylamino-5-methoxy-4 ' - oxy -1,1'- azobenzene-3'-carbon:

  sä, ure-5'-su, ifonic acid allows 1 mol of phosigen to act.



  The new dye is a light brown powder,: da, r, which dyes cotton in a weakly alkaline bath: to which a copper salt solution of copper sulfate and tartrate of sodium has been added, in a washfast greenish-yellow shade.



  <I> Example: </I> 76.2 parts by weight: of the mono: azo dye from: diazotized 1-amino, -4-o: xybenzene-3-carbo-oxy-5-sul: fons, acid and 1-methyl 3-a_mino-4- n:, ethoxyb, enzol are used as sodium salts with the addition of 27 weights:

  part of sodium acetate dissolved in 500 parts by weight of water. This solution is treated at about 60 with -39 parts by weight of 3; -nitrobenzoylechloride to which 10 parts by weight of acetone have been added.

   The formed nitrobenzoyl graft is reduced with 84 parts by weight of crystallized sodium sulfide, which were dissolved in 150 parts by weight of water,

   at 65 to 70 to the Aminobsnzoylpro @ dukt .. That ab.ge- differentiated Reduktiolnsproclukt is with the addition of sodium carbonate to. for a German alkaline reaction in 4000 parts by weight of water:

  dissolved and treated with Phüsgen for 24 hours while stirring at 30-40, until isi @ h no more free NH@=Grupp.o can be detected. The separated urea deriva1 is precipitated as sodium salt, filtered and kneaded.

Claims (1)

PATENTANSPRUCH: VerfathTen zur Herstellung eines Harn stoffderivates, dadurch .gekennzeichnet, dass mian auf 2 Mol ,der 2-Methyl-4-: PATENT CLAIM: Process for the production of a urea derivative, characterized in that mian to 2 moles, of 2-methyl-4-: (3"=a-mino)- benzoylamin,o- 5 -mebhoxy-4'-oxy-1,1'-azoben- zol-3'-oarbonsäure-5'-su@fonsäure 1 Mol Phos- gen einwirken liässt. Der neue Farbstoff stellt ein hellbraunes Pulver dar, @da.s Baumwolle ;in schwach alka lischem Bade, : (3 "= a-mino) - benzoylamine, o- 5 -mebhoxy-4'-oxy-1,1'-azoben-zol-3'-carboxylic acid-5'-su @ fonic acid allows 1 mol of phosgene to act. The new dye is a light brown powder, @ da.s cotton; in a weakly alkaline bath,: das mit einer Kupfersalzlösung aus Kupfersulfat und weinis@aurem Natrium versetzt wurde, in waschechtem, :grünstichig gelbem Tone anfärbt. which has been mixed with a copper salt solution of copper sulfate and weinis @ acid sodium, stains in a washable,: greenish yellow tone.
CH234513D 1940-11-22 1940-11-22 Process for the production of a urea derivative. CH234513A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH232121T 1940-11-22
CH234513T 1940-11-22

Publications (1)

Publication Number Publication Date
CH234513A true CH234513A (en) 1944-09-30

Family

ID=25727671

Family Applications (1)

Application Number Title Priority Date Filing Date
CH234513D CH234513A (en) 1940-11-22 1940-11-22 Process for the production of a urea derivative.

Country Status (1)

Country Link
CH (1) CH234513A (en)

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