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CH222974A - Process for the preparation of a mixed urea with solubilizing groups. - Google Patents

Process for the preparation of a mixed urea with solubilizing groups.

Info

Publication number
CH222974A
CH222974A CH222974DA CH222974A CH 222974 A CH222974 A CH 222974A CH 222974D A CH222974D A CH 222974DA CH 222974 A CH222974 A CH 222974A
Authority
CH
Switzerland
Prior art keywords
mixed urea
preparation
oxy
solubilizing groups
amino
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH222974A publication Critical patent/CH222974A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/26—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids
    • C07C303/30—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids by reactions not involving the formation of esterified sulfo groups

Landscapes

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

Description

  

      Verfahren    zur Herstellung     eines    gemischten Harnstoffes mit     löslichmachenden    Gruppen.         Gegenstand    der vorliegenden Erfindung  ist ein Verfahren zur Herstellung eines ge  mischten Harnstoffes     mit        löslichmaehenden     Gruppen. Das Verfahren ist dadurch ge  kennzeichnet, dass man     8-Oxy-3,6-disulfo-          naphthaIin-        8-benzolsulfonsäureester-1-0-phe-          nyl-urethan    in Gegenwart von     'Wasser    mit       4-Oxy-4'-amino-azobenzol-5-carbonsäure    um  setzt.  



  Der     erhaltene    gemischte Harnstoff ist  neu. Er fällt in Form gelber Kristalle an,  die in Wasser löslich sind und aus denen  mit verdünnter Natronlauge die     Benzol-          sulfonsäure        abgespalten    werden kann. Das  Produkt soll als Zwischenprodukt zur Her  stellung von Arzneimitteln Verwendung  finden.  



  <I>Beispiel:</I>  Eine     wässrige    Paste von     'h@        lHol    des  8 -     Oxy-3,6-        disulfonaphthalin-    8;-0-benzolsul-         fonsäureester-1-0-phenylmethan    und 30 g       4-oxy-4'-amino-azobenzol-5-carbonsaures    Na  trium werden bei     pA    7,5 und 60   C mehrere  Stunden gerührt.

   Nach dem Abkühlen wird  durch Zusatz von Kochsalz der gemischte  Harnstoff aus     1-Amino-8-oxynaphthalin-          3,6    -     disulfonsäure    - 0 -     benzolsulfonsäureester     und     4-Oxy-4'-amino-azobenzol-5-carbonsäure     in gelben Kristallen abgeschieden.

   Durch  Erwärmen mit     verdünnter    Natronlauge kann       Benzolsulfonsäure    abgespalten werden und  man erhält dann den gemischten     Harnstoff     aus     1-Amino-8-oxy-naphthalin-3,6-disulfou-          säure    und     4-Oxy-4'-amino-azobenzol-5-car-          bonsäure.  



      Process for the preparation of a mixed urea with solubilizing groups. The present invention relates to a process for the preparation of a mixed urea with soluble groups. The process is characterized in that 8-oxy-3,6-disulfonaphthaIin-8-benzenesulfonic acid ester-1-0-phenyl-urethane in the presence of water with 4-oxy-4'-amino-azobenzene -5-carboxylic acid sets.



  The mixed urea obtained is new. It occurs in the form of yellow crystals which are soluble in water and from which the benzene sulfonic acid can be split off with dilute sodium hydroxide solution. The product is intended to be used as an intermediate in the manufacture of pharmaceuticals.



  <I> Example: </I> An aqueous paste of 'h @ lHol des 8 - oxy-3,6-disulfonaphthalene-8; -0-benzenesulfonic acid ester-1-0-phenylmethane and 30 g of 4-oxy-4 '-amino-azobenzene-5-carboxylic acid sodium are stirred at pH 7.5 and 60 C for several hours.

   After cooling, the mixed urea of 1-amino-8-oxynaphthalene-3,6-disulfonic acid-0-benzenesulfonic acid ester and 4-oxy-4'-amino-azobenzene-5-carboxylic acid is deposited in yellow crystals by adding sodium chloride.

   Benzene sulfonic acid can be split off by heating with dilute sodium hydroxide solution and the mixed urea is then obtained from 1-amino-8-oxy-naphthalene-3,6-disulfous acid and 4-oxy-4'-amino-azobenzene-5-car- boric acid.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines gemisch ten Harnstoffes mit löslichmachenden Grup pen, dadurch gekennzeichnet, dass man 8- Oxy- 3,6 - disulf o-naphthalin-8-0-benzolsul- fonsäureester-1-0-phenyl-urethan in Gegen- wart von Wasser mit 4-Oxy-4'-amino-azo- benzol-5-carbonsäure umsetzt. Der erhaltene gemischte Harnstoff fällt. PATENT CLAIM: Process for the production of a mixed urea with solubilizing groups, characterized in that 8-oxy-3,6-disulfo-naphthalene-8-0-benzenesulfonic acid ester-1-0-phenyl-urethane is used in counter- water reacts with 4-oxy-4'-amino-azobenzene-5-carboxylic acid. The mixed urea obtained falls. in Form gelber Kristalle an, die in Wasser löslich sind und aus denen mit verdünnter Natronlauge die Benzolsulfonsäure abgespal ten werden kann. in the form of yellow crystals that are soluble in water and from which the benzenesulfonic acid can be split off with dilute sodium hydroxide solution.
CH222974D 1938-11-11 1939-11-02 Process for the preparation of a mixed urea with solubilizing groups. CH222974A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE222974X 1938-11-11
CH216163T 1939-11-02

Publications (1)

Publication Number Publication Date
CH222974A true CH222974A (en) 1942-08-15

Family

ID=25725814

Family Applications (1)

Application Number Title Priority Date Filing Date
CH222974D CH222974A (en) 1938-11-11 1939-11-02 Process for the preparation of a mixed urea with solubilizing groups.

Country Status (1)

Country Link
CH (1) CH222974A (en)

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