CH234521A - Process for the production of a urea derivative. - Google Patents

Process for the production of a urea derivative.

Info

Publication number
CH234521A
CH234521A CH234521DA CH234521A CH 234521 A CH234521 A CH 234521A CH 234521D A CH234521D A CH 234521DA CH 234521 A CH234521 A CH 234521A
Authority
CH
Switzerland
Prior art keywords
production
methyl
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 CH234521A publication Critical patent/CH234521A/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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 232121.         Terfahren    zur Herstellung eines     Ilarnstoffderivates.            Ds        wurde        gefunden,         & .ssman    zu einem       neuen        Harnstoffderivat        gelangt,    das ,gleich  zeitig einen     wertvollen        Azafarbstoff        darstellt,     wenn .man auf 1 Mal der     2-Methyl-4-@(4"-          amino)        -benzoylamino-5-methoxy-2'-ogy-1,1'-          a7,

  obenzol-3'-oarbonsäure-5'-isulfonsä,ure    und  1     Mol        4-Amino-3-methyl-4'-@ogy-1,1'-azoben-          zol-3'-oarbonsäure    1     Mol        Phoisgen    einwirken  lässt.  



  Der     neue        Farbstoff        stellt        ein        Braunas          Pulver    ,dar, das Baumwolle     in        sehwach    alka  lischem     Bade,    das     mit    einer     Kupfersalzlösung          auis:

          Kup,fers@ulfat    und weinsaurem     Natrium     versetzt     wurde,        in        waschechtem        rotstnehng            gelbem        Toneanfärbt.            Beispiel:     38,1     Gewichtsteile    ,des     Monnazofarbsto.ffes     aus     diazotierter        1-Amino:

          4-ogybenzol-3-carb-          ogy-5asulfonsäure    und     1-Methyl-,3-arnino-4-          methogybenzol        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        4-Nitrobenzoylchl.orid,    die mit 5     Ge-          wichtsteilen        Aceton.        versetzt        wurden,

          behan-          delt.    Man     reduziert    das ,gebildete     Nitro-          benzoylp#rodukt        mit    42 Gewichtsteilen kri  stallisiertem     Natrriumsulfid,        die    in 75 Ge  wichtsteilen Wasser gelöst wurden, bei 65 bis  70  zum     Aminob,enzoylpro,dukt.    Das abge  schiedene     Reduktionsprodukt    wird mit 27,1       Gewichtsteilen        4-Amino-3-anethyl-4'-,ogy-1,1'-          azob,

  enzol--3'-carbon@s'äure        unter    Zusatz von       hTatriumearbonat    bis zur deutlichen     alka-          lischen        Reaktion    in 4000     Gewichtsteilen          Wasser    gelöst und     während    24 Stunden unter       Ruhren    bei     30--40         mit        Phosgen    behandelt,  bis     sich    keine freie     NH2-Grup@pe    mehr nach  weisen lässt.

   Das     aüegeschiedene        unsymme-          triisehe        Harnstoffderivat    wird     als        Natrium-          salzgefällt,        filtriert        und        getrocknet.  



  <B> Additional patent </B> to the main patent no. 232121. Technique for the production of an ilarnea derivative. It has been found that a new urea derivative is obtained which, at the same time, represents a valuable aza dye if one uses 2-methyl-4 - @ (4 "- amino) -benzoylamino-5-methoxy-2 '-ogy-1,1'- a7,

  topzol-3'-oarboxylic acid-5'-isulphonic acid and 1 mol of 4-amino-3-methyl-4 '- @ ogy-1,1'-azoben-zol-3'-oarboxylic acid allows 1 mol of phoisgene to act.



  The new dye is a brown powder, the cotton in a weak alkali bath, which with a copper salt solution auis:

          Copper, ferrous sulfate and tartrate of sodium were added, stained in washable reddish-yellow clay. Example: 38.1 parts by weight of the monnazo dye from diazotized 1-amino:

          4-ogybenzene-3-carbogy-5asulfonic acid and 1-methyl-, 3-amino-4-methogybenzene; as Na-;

  Salt with addition of 13.5 parts by weight of sodium acetate dissolved in 250 parts by weight of water. This solution is at about 60 with 18.5 parts by weight of 4-nitrobenzoyl chloride, and that with 5 parts by weight of acetone. were moved

          treated. The nitrobenzoyl product formed is reduced with 42 parts by weight of crystallized sodium sulfide, which were dissolved in 75 parts by weight of water, at 65 to 70 to the aminobenzoyl product. The separated reduction product is treated with 27.1 parts by weight of 4-amino-3-anethyl-4 '-, ogy-1,1'-azob,

  Enzol - 3'-carbon @ acid with the addition of sodium carbonate until a clear alkaline reaction is dissolved in 4000 parts by weight of water and treated with phosgene for 24 hours while stirring at 30--40 times until no free NH2 group is found. pe can prove more.

   The separated, unsymmetrical urea derivative is precipitated as sodium salt, filtered and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einlos Harn- s'taffdeTivates,dadurch gekennzeichnet, dass man auf 1 Mol der 2-Methyl=4-(4"-aanino)- benzoylamRno@ - 5 - m@ethogy-2'-ogy-1,1'=az@oben- zoI-3'-carbonsäure-5'-sulfonsäure und 1 111o1 4 -Amino- - 3 - methyl -4'-,oxy-1, PATENT CLAIM: Process for the production of einlos urine s'taffdeTivates, characterized in that one mole of 2-methyl = 4- (4 "-aanino) - benzoylamRno @ - 5 - m @ ethogy-2'-ogy-1, 1 '= az @ above- zoI-3'-carboxylic acid-5'-sulfonic acid and 1 111o1 4 -amino- - 3 - methyl -4' -, oxy-1, 1'=azob enzol-3'- earb@ansäure 1 Mol Phosgen einwirken lässt. Der neue Farbstoff stellt ein braunes Pulver dar, das Baumwolle in schwach a.lha- lischem Bade, das mit einer Kupfersalzlösung aus Kupfersulfat und weinsaurem Natrium versetzt wurde, 1 '= azobenzene-3'-earb @ anic acid allows 1 mol of phosgene to act. The new dye is a brown powder, which is cotton in a weakly alkaline bath to which a copper salt solution made from copper sulfate and tartrate of sodium has been added. in wascheehtem rotstichig gelbenl Tone anfärbt. Dyes in washed reddish yellow hues.
CH234521D 1940-11-22 1940-11-22 Process for the production of a urea derivative. CH234521A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH232121T 1940-11-22
CH234521T 1940-11-22

Publications (1)

Publication Number Publication Date
CH234521A true CH234521A (en) 1944-09-30

Family

ID=25727679

Family Applications (1)

Application Number Title Priority Date Filing Date
CH234521D CH234521A (en) 1940-11-22 1940-11-22 Process for the production of a urea derivative.

Country Status (1)

Country Link
CH (1) CH234521A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE921225C (en) * 1951-06-11 1954-12-13 Ciba Geigy Process for the preparation of disazo dyes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE921225C (en) * 1951-06-11 1954-12-13 Ciba Geigy Process for the preparation of disazo dyes

Similar Documents

Publication Publication Date Title
DE1040562B (en) Process for the production of solid, durable diazonium compounds
CH234521A (en) Process for the production of a urea derivative.
CH234517A (en) Process for the production of a urea derivative.
CH234520A (en) Process for the production of a urea derivative.
CH234519A (en) Process for the production of a urea derivative.
CH234513A (en) Process for the production of a urea derivative.
CH234516A (en) Process for the production of a urea derivative.
CH232121A (en) Process for the production of a urea derivative.
CH234518A (en) Process for the production of a urea derivative.
DE844156C (en) Process for the preparation of diacylimide capsules
CH230072A (en) Process for the preparation of a urea-like disazo dye.
CH234515A (en) Process for the production of a urea derivative.
DE834105C (en) Process for the production of xanthine or alkyl and aryl xanthines
CH234514A (en) Process for the production of a urea derivative.
CH217966A (en) Process for the preparation of a polyazo dye.
CH217963A (en) Process for the preparation of a polyazo dye.
CH228936A (en) Process for the production of a new azo dye.
CH217967A (en) Process for the preparation of a polyazo dye.
CH148682A (en) Process for the production of a metal-containing dye.
CH217241A (en) Process for the production of a new azo dye.
CH217964A (en) Process for the preparation of a polyazo dye.
CH137651A (en) Process for the preparation of an azo dye.
CH249788A (en) Process for the preparation of a substantive azo dye.
CH137650A (en) Process for the preparation of an azo dye.
CH137649A (en) Process for the preparation of an azo dye.