DE433105C - Process for the preparation of water-soluble derivatives by salt-forming atomic groups of substituted aryl arsenic acids, aryl stibic acids and the corresponding oxides - Google Patents

Process for the preparation of water-soluble derivatives by salt-forming atomic groups of substituted aryl arsenic acids, aryl stibic acids and the corresponding oxides

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Publication number
DE433105C
DE433105C DEF56338D DEF0056338D DE433105C DE 433105 C DE433105 C DE 433105C DE F56338 D DEF56338 D DE F56338D DE F0056338 D DEF0056338 D DE F0056338D DE 433105 C DE433105 C DE 433105C
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Germany
Prior art keywords
acids
water
aryl
preparation
salt
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Expired
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DEF56338D
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German (de)
Inventor
Dr Alfred Fehrle
Dr Karl Streitwolf
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JG Farbenindustrie AG
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JG Farbenindustrie AG
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Priority to DEF56338D priority Critical patent/DE433105C/en
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Publication of DE433105C publication Critical patent/DE433105C/en
Expired legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic System

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

Verfahren zur Darstellung von wasserlöslichen Derivaten durch salzbildende Atomgruppen substituierter Arylarsinsäuren, Arylstibinsäuren und der entsprechenden Oxyde. Durch das Hauptpatent 413147 ist ein Verfahren zur Darstellung von wasserlöslichen Derivaten durch salzbildende Atomgruppen substituierter Arylarsine geschützt, darin bestehend, claß man auf diese Verbindungen Aldosen oder Ketosen einwirken läßt.Process for the preparation of water-soluble derivatives by salt-forming Atomic groups of substituted arylarsinic acids, arylstibinic acids and the corresponding Oxides. The main patent 413147 describes a process for the preparation of water-soluble Derivatives protected by salt-forming atomic groups of substituted aryl arsines, therein consisting of allowing aldoses or ketoses to act on these compounds.

Es wurde nun weiterhin gefunden, daß durch Einwirkung von Aldosen oder Ketosen auf Amino- oder Aminooxyarylarsin- oder -stibinsäuren oder die entsprechenden Oxyde ebenfalls wasserlösliche Derivate erhalten werden, die aus den entstandenen wässerigen Lösungen durch Fällungsmittel organischer Natur in fester Form abgeschieden werden können.It has now also been found that by the action of aldoses or ketoses on amino or aminooxyarylarsinic or stibinic acids or the corresponding Oxides can also be obtained from the resulting water-soluble derivatives aqueous solutions deposited in solid form by precipitants of an organic nature can be.

Beispiele. r. 11,5 g salzsaures 3 Arnino-.f-oxybenzolarsinoxyd werden in 70 ccm 5oprozentige Glucoselösung eingetragen, 4.,2 cctn Natronlauge von d.0° B8 zugesetzt und unter Luftabschluß bei 6o° gerührt, bis eine gezogene Probe in Wasser klar löslich und nicht mehr diazotierbar ist. Die erkaltete Lösung wird mit Salzsäure neutralisiert, filtriert und in 1,75 1 Alkohol eingerührt. Nachdem noch 875 ccm Äther zugegeben wurden, wird die ausgeschiedene weiße Verbindung abgetrennt und im Vakuum getrocknet. Sie ist klar löslich in Wasser.Examples. r. 11.5 g hydrochloric acid 3 arnino-.f-oxybenzolar oxide are introduced into 70 cc of 5% glucose solution, 4 can no longer be diazotized. The cooled solution is neutralized with hydrochloric acid, filtered and stirred into 1.75 liters of alcohol. After a further 875 ccm of ether have been added, the precipitated white compound is separated off and dried in vacuo. It is clearly soluble in water.

2. m-Aminophenylstibinsäure, gewonnen aus 6 g salzsaurem m-Aminophenylstibinchlorür, gut abgesaugt und gewaschen, werden in 2o ccm Wasser angerührt, mittels 1,66 ccm Natronlauge (d.o° Be) in Lösung gebracht und nach Zugabe von ro g Galactose im Wasserbad bei 5o° 5 Stunden gerührt. Nachdem mit Essigsäure schwach angesäuert wurde, wird filtriert und das Präparat durch Einrühren in 25 Teile Alkohol gefällt. Es ist 1;lar löslich in Wasser.2. m-aminophenylstibic acid, obtained from 6 g of hydrochloric acid m-aminophenylstibin chloride, well sucked off and washed, are mixed in 2o ccm of water, using 1.66 ccm Sodium hydroxide solution (d.o ° Be) brought into solution and after adding ro g galactose in a water bath stirred at 5o ° for 5 hours. After being weakly acidified with acetic acid, becomes filtered and the preparation precipitated by stirring into 25 parts of alcohol. It is 1; lar soluble in water.

3. 2o g m-N itrophenylstibinsäure werden zum m-Aminophenylstibinchlorür reduziert und dieses durch Verreiben mit Eis und Zugabe von Ammoniak in das m-Aminophenylstibinoxyd übergeführt. Von diesem wird abgesaugt, ausgewaschen und das gut abgesaugte Produkt in 48 ccm Wasser angerührt, 36 g Lactose zugegeben und im Wasserbad bei 5o° 5112 Stunden gerührt. Dann wird filtriert und die Lösung in 25 Teile Alkohol eingerührt. Von der Fällung wird abgesaugt, mit Alkohol undÄther gewaschen und imVakuum getrocknet. Das Präparat ist wasserlöslich.3. 20 g of m-nitrophenylstibic acid become m-aminophenylstibine chloride reduced and this by rubbing with ice and adding ammonia to the m-aminophenylstibinoxide convicted. This is sucked off, washed out and the well sucked off product Stirred in 48 cc of water, 36 g of lactose added and in a water bath at 50 ° 5112 Stirred for hours. It is then filtered and the solution is stirred into 25 parts of alcohol. The precipitation is suctioned off, with Alcohol and ether washed and dried in vacuum. The preparation is soluble in water.

11,5 g 3-Amino-4-oxybenzol-l-arsinsäure werden in 55 ccm Wasser und 4,2 cctn Natronlauge (40° Be) gelöst, 27 g Glucose zugegeben und im Wasserbad bei 55° 6'/, Stunden gerührt. Die Aufarbeitung der Lösung erfolgt, wie in Beispiel 2 angegeben. Das Präparat ist klar löslich in Wasser.11.5 g of 3-amino-4-oxybenzene-l-arsic acid are dissolved in 55 cc of water and 4.2 cc of sodium hydroxide solution (40 ° Be), 27 g of glucose are added and the mixture is stirred in a water bath at 55 ° for 6 1/2 hours. The solution is worked up as indicated in Example 2. The preparation is clearly soluble in water.

5. 1o,5 g Arsanilsäure werden in 45 ccjn Wasser und 4,2 ccin NaOH (4o° Be) gelöst und nach Zusatz von 22,5 g Arabinose itn Wasserbad bei 55° 6'1_ Stunden gerührt. Die Lösung wird, wie in Beispiel e angegeben, aufgearbeitet. Das so erhaltene Präparat ist wasserlöslich.5. 10.5 g of arsanilic acid are dissolved in 45 cc of water and 4.2 cc of NaOH (40 ° Be) and after adding 22.5 g of arabinose in a water bath at 55 ° 6'1_ Stirred for hours. The solution is worked up as indicated in example e. That The preparation obtained in this way is soluble in water.

Claims (1)

PATENT-ANspRUcH: Weitere Ausbildung der durch Patent 413147 geschützten Erfindung, dadurch gekennzeichnet, daß man zwecks Darstellung von wasserlöslichen Derivaten durch salzbildende Atomgruppen substituierter Arylarsinsäuren, AryIstibinsäuren und der entsprechenden Oxyde auf Amino- oder Atninooxyarylarsin- oder -stibinsäuren oder die entsprechenden Oxyde Aldosen oder Ketosen einwirken läßt und aus den so entstandenen Lösungen gegebenenfalls die festen Reaktionsprodukte durch geeignete Fällungsmittel organischer Natur abscheidet.PATENT CLAIM: Further training of those protected by patent 413147 Invention, characterized in that for the purpose of representing water-soluble Derivatives of aryl arsenic acids substituted by salt-forming atomic groups, aryl istibic acids and the corresponding oxides of amino or atninooxyarylarsinic or stibinic acids or the corresponding oxides aldoses or ketoses can act and from the so resulting solutions, if necessary, the solid reaction products by means of suitable Separates precipitant of an organic nature.
DEF56338D 1924-06-24 1924-06-24 Process for the preparation of water-soluble derivatives by salt-forming atomic groups of substituted aryl arsenic acids, aryl stibic acids and the corresponding oxides Expired DE433105C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEF56338D DE433105C (en) 1924-06-24 1924-06-24 Process for the preparation of water-soluble derivatives by salt-forming atomic groups of substituted aryl arsenic acids, aryl stibic acids and the corresponding oxides

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF56338D DE433105C (en) 1924-06-24 1924-06-24 Process for the preparation of water-soluble derivatives by salt-forming atomic groups of substituted aryl arsenic acids, aryl stibic acids and the corresponding oxides

Publications (1)

Publication Number Publication Date
DE433105C true DE433105C (en) 1926-08-20

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DEF56338D Expired DE433105C (en) 1924-06-24 1924-06-24 Process for the preparation of water-soluble derivatives by salt-forming atomic groups of substituted aryl arsenic acids, aryl stibic acids and the corresponding oxides

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