CH137210A - Process for the preparation of an o-oxybenzyl-aroyl-aminarsinic acid. - Google Patents

Process for the preparation of an o-oxybenzyl-aroyl-aminarsinic acid.

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Publication number
CH137210A
CH137210A CH137210DA CH137210A CH 137210 A CH137210 A CH 137210A CH 137210D A CH137210D A CH 137210DA CH 137210 A CH137210 A CH 137210A
Authority
CH
Switzerland
Prior art keywords
acid
oxybenzyl
preparation
aroyl
oxy
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 CH137210A publication Critical patent/CH137210A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Description

  

  Verfahren zur Herstellung einer     o-Oxybenzyl-aroyl-aminarsinsäar    e.    Es wurde gefunden, dass man     o-Oxybenzyl-          aroyl-amin-arsin-säuren    erhält, wenn man       p-Oxyphenylarsinsäuren    in saurer Lösung mit       Oxymethyl-aroyl-aminen        (cf.    Liebigs Annalen,  343,     S.    223) kondensiert.  



  Diese neuen Verbindungen sind identisch  mit den im schweizerischen Patent Nr. 135746  erwähnten Zwischenprodukten und lassen sich  wie dort beschrieben zu den entsprechenden       Oxybenzylaminarsinsäuren    verseifen. Sie be  sitzen gute therapeutische Wirksamkeit und  sind von besonderer Wichtigkeit wegen des  Fehlens jeglicher     neurotoxischer    Wirkung.  Auch als Ausgangsmaterial zur Herstellung  anderer pharmazeutischer Produkte kann man  sie verwenden.  



  Vorliegendes Patent bezieht sich nun auf  ein Verfahren zur Herstellung der     2-Oxy-          benzyl-benzoyl-amin-5-arsinsäure    der Formel  
EMI0001.0012     
    dadurch gekennzeichnet, dass man     p-Oxy-          phenyl-arsinsäure    in saurer     Lösung    mit     Oxy-          methylbenzoylamin    kondensiert.  



  Die so erhaltene     2-Oxybenzylbenzoyl-          amin-5-arsinsäure    ist identisch mit dem im  schweizerischen Patent Nr. 135746 erwähnten  Zwischenprodukt.    <I>Beispiel:</I>    Eine Mischung von 22 kg     p-Oxyphenyl-          arsinsäure        (Natriumsalz)    und 15 kg     Methylol-          benzamid    wird unter Wasserkühlung in  600 kg Schwefelsäure von 66      Be    bei 5-15   eingerührt.

   Die so erhaltene Lösung wird      nach 12stündigem Stehen in Eiswasser ein  getragen und nach     -dem    Abstumpfen der  Mineralsäure mittelst Soda mit Kochsalz ge  fällt- Die abgeschiedene Säure wird zur Reini  gung aus Methylalkohol     umkristallisiert.     



  Sie soll für pharmazeutische Zwecke und  zur Herstellung weiterer pharmazeutischer       Produkte    verwendet werden.



  Process for the preparation of an o-oxybenzyl-aroyl-aminarsinsäar e. It has been found that o-oxybenzyl-aroyl-amine-arsinic acids are obtained if p-oxyphenylarsinic acids are condensed in acidic solution with oxymethyl-aroyl-amines (cf. Liebigs Annalen, 343, p. 223).



  These new compounds are identical to the intermediates mentioned in Swiss Patent No. 135746 and can be saponified to the corresponding oxybenzylaminarsinic acids as described there. They have good therapeutic effectiveness and are of particular importance because of the lack of any neurotoxic effect. They can also be used as a starting material for the manufacture of other pharmaceutical products.



  The present patent now relates to a process for the preparation of 2-oxybenzyl-benzoyl-amine-5-arsic acid of the formula
EMI0001.0012
    characterized in that p-oxy-phenyl-arsinic acid is condensed in acidic solution with oxy-methylbenzoylamine.



  The 2-oxybenzylbenzoylamine-5-arsic acid obtained in this way is identical to the intermediate product mentioned in Swiss Patent No. 135746. <I> Example: </I> A mixture of 22 kg p-oxyphenyl arsic acid (sodium salt) and 15 kg methylol benzamide is stirred into 600 kg sulfuric acid of 66 Be at 5-15 while cooling with water.

   The solution obtained in this way is carried into ice water after standing for 12 hours and, after the mineral acid has been blunted, it is precipitated by means of soda with common salt. The separated acid is recrystallized from methyl alcohol for purification.



  It is intended to be used for pharmaceutical purposes and for the manufacture of other pharmaceutical products.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung der 2-Oxy- benzyl-benzoyl-amin-5-arsinsäure der Formel EMI0002.0006 dadurch gekennzeichnet, dass man p-Oxy- phenyl-arsinsäure in saurer Lösung mit Oxy- methyl-benzoylamin kondensiert. Die 2 - Oxybenzyl - benzoyl - amin -5 - arsin- säure ist identisch mit dem im schweizerischen Patent Nr. 135746 erwähnten Zwischenpro dukt. PATENT CLAIM: Process for the preparation of 2-oxy-benzyl-benzoyl-amine-5-arsic acid of the formula EMI0002.0006 characterized in that p-oxy-phenyl-arsic acid is condensed in acidic solution with oxymethyl-benzoylamine. The 2 - oxybenzyl - benzoyl - amine -5 - arsic acid is identical to the intermediate product mentioned in the Swiss patent no. 135746. Sie kristallisiert aus Methylalkohol in weissen Kristallen vom Schmelzpunkt 220-221 , ist schwer löslich in Wasser, in Spiritus und Aceton, unlöslich in Aether und Benzol, ferner in verdünnten kalten Mineralsäuren, leicht löslich in verdünnten Alkalien und in Sodalösung, ziemlich leicht löslich in heissem; schwer dagegen in kaltem Methylalkohol. Sie soll für pharmazeutische Zwecke und zur Herstellung weiterer pharmazeutischer Produkte verwendet werden. It crystallizes from methyl alcohol in white crystals with a melting point of 220-221, is sparingly soluble in water, in alcohol and acetone, insoluble in ether and benzene, furthermore in dilute cold mineral acids, easily soluble in dilute alkalis and in soda solution, fairly easily soluble in hot ; difficult, however, in cold methyl alcohol. It is intended to be used for pharmaceutical purposes and for the manufacture of other pharmaceutical products.
CH137210D 1927-05-31 1928-05-29 Process for the preparation of an o-oxybenzyl-aroyl-aminarsinic acid. CH137210A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE137210X 1927-05-31

Publications (1)

Publication Number Publication Date
CH137210A true CH137210A (en) 1929-12-31

Family

ID=5666724

Family Applications (1)

Application Number Title Priority Date Filing Date
CH137210D CH137210A (en) 1927-05-31 1928-05-29 Process for the preparation of an o-oxybenzyl-aroyl-aminarsinic acid.

Country Status (1)

Country Link
CH (1) CH137210A (en)

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