CH224317A - Process for the preparation of an asymmetric arsenobenzene. - Google Patents

Process for the preparation of an asymmetric arsenobenzene.

Info

Publication number
CH224317A
CH224317A CH224317DA CH224317A CH 224317 A CH224317 A CH 224317A CH 224317D A CH224317D A CH 224317DA CH 224317 A CH224317 A CH 224317A
Authority
CH
Switzerland
Prior art keywords
sep
arsenobenzene
acid
asymmetric
preparation
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 CH224317A publication Critical patent/CH224317A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/66—Arsenic compounds
    • C07F9/70—Organo-arsenic compounds
    • C07F9/80—Heterocyclic compounds

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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 asymmetrischen     Arsenobenzols.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur     Herstellung    eines asymme  trischen     Arsenobenzols,    welches dadurch ge  kennzeichnet ist, dass man     Benzoxazol-2-          merkapto-S-propionsäure    - 5 -     arsinsäure,    ein  reduzierendes Mittel und     3-Acetylamino-4-oxy-          5-bis        (ss-y-dioxypropyl)-amino'-benzol-l-arsin-          säure    aufeinander einwirken lässt.  



  <I>Beispiel:</I>  23,6 g     3-Acetyl'amino-4-oxy-5-di-(ss-y-di-          oxypropyl)-amino-benzol    -1-     arsinsäure    und  <B>17,85</B> g     2-Merkapto-benzoxazol    - S -     propion-          säure-5-arsinsäure    werden in 150 cm' Me  thanol suspendiert und durch Zusatz eines  Gemisches aus 10 cm' konzentrierter Salz  säure und 30     cm'    Wasser in Lösung ge  bracht. Nun werden 25 cm'     unterphosphorige     Säure<B>50%)</B> zugesetzt und die Lösung auf  <B>50'</B> C erwärmt.     Wenn    die Temperatur wie  der fällt, wird abgekühlt und mit der 10-    fachen Menge Wasser versetzt.

   Das     Arseno-          benzol    scheidet sich ab. Es wird abgesaugt  und mit Wasser ausgewaschen. Wird es in  Wasser suspendiert, mit     Sodalösung    neutral  gelöst und in die 10fache Menge     Äthanol    ein  gerührt, so wird das     Natronsalz    als hell  braunes, in Wasser     lackmusneutral    lösliches  Pulver abgeschieden. Ausbeute 25 g.  



  Die gleiche Verbindung erhält man auch,  indem man die eine     Arsinsäure    zum     Arsin-          oxyd    und die andere zum     Arsin    reduziert und  das     Arsinoxyd    mit dem     Arsin    umsetzt, oder  indem man zuerst die beiden     Arsinsäuren    mit  dem Reduktionsmittel zu den symmetrischen       Arsenobenzolen    reduziert und diese dann in  alkalischer Lösung     miteinander    zur Umset  zung bringt.



  Process for the preparation of an asymmetric arsenobenzene. The subject of the present patent is a process for the production of an asymmetric arsenobenzene, which is characterized in that benzoxazole-2-mercapto-S-propionic acid - 5 - arsic acid, a reducing agent and 3-acetylamino-4-oxy- 5- bis (ss-y-dioxypropyl) -amino'-benzene-l-arsic acid can act on each other.



  <I> Example: </I> 23.6 g 3-Acetyl'amino-4-oxy-5-di- (ss-y-di- oxypropyl) -amino-benzene -1- arsic acid and <B> 17, 85 g 2-mercapto-benzoxazole-S-propionic acid-5-arsic acid are suspended in 150 cm 'methanol and brought into solution by adding a mixture of 10 cm' concentrated hydrochloric acid and 30 cm 'water . Now 25 cm 'hypophosphorous acid <B> 50% </B> are added and the solution is heated to <B> 50' </B> C. When the temperature drops again, it is cooled down and 10 times the amount of water is added.

   The arsenobenzene separates out. It is suctioned off and washed out with water. If it is suspended in water, dissolved neutrally with soda solution and stirred into 10 times the amount of ethanol, the sodium salt is deposited as a light brown powder that is litmus-neutral in water. Yield 25g.



  The same compound is obtained by reducing one arsinic acid to arsine oxide and the other to arsine and reacting the arsine oxide with the arsine, or by first reducing the two arsinic acids with the reducing agent to the symmetrical arsenobenzenes and then reducing them to more alkaline ones Bringing the solution to life together.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines asym metrischen Arsenobenzols, dadurch gekenn- zeichnet, daB man Benzogazol-2-merkapto-S- propionsäure-5-arsinsäure, ein reduzierendes Mittel und 3-Acetylamino-4-ogy-5-bis(f-y-di- ozypropyl)-amino-benzol-l-arsinsäure aufein ander einwirken lässt. EMI0002.0006 Das <SEP> Natronsalz <SEP> des <SEP> neu,@a"">oduktes <SEP> be steht <SEP> aus <SEP> einem <SEP> hellbraunen, <SEP> in <SEP> "'\asser <SEP> laek musneutral <SEP> löslichen <SEP> Pulver. <tb> Es <SEP> dient <SEP> zur <SEP> Bekämpfung <SEP> von <SEP> Protozoen erkrankungen. PATENT CLAIM: Process for the production of an asymmetrical arsenobenzene, characterized in that benzogazole-2-mercapto-S-propionic acid-5-arsinic acid, a reducing agent, and 3-acetylamino-4-ogy-5-bis (fy-di - ozypropyl) -amino-benzene-l-arsic acid to act on each other. EMI0002.0006 The <SEP> sodium salt <SEP> of the <SEP> new, @ a ""> oduct <SEP> consists of <SEP> from <SEP> a <SEP> light brown, <SEP> in <SEP> "'\ water < SEP> laek musneutral <SEP> soluble <SEP> powder. <tb> It <SEP> is used <SEP> to <SEP> control <SEP> of <SEP> protozoan diseases.
CH224317D 1939-07-17 1940-07-09 Process for the preparation of an asymmetric arsenobenzene. CH224317A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE224317X 1939-07-17

Publications (1)

Publication Number Publication Date
CH224317A true CH224317A (en) 1942-11-15

Family

ID=5855301

Family Applications (1)

Application Number Title Priority Date Filing Date
CH224317D CH224317A (en) 1939-07-17 1940-07-09 Process for the preparation of an asymmetric arsenobenzene.

Country Status (1)

Country Link
CH (1) CH224317A (en)

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