CH120430A - Process for the preparation of a new sulfur- and nitrogen-containing condensation product from the action product of chlorosulfur on a-naphthylamine. - Google Patents

Process for the preparation of a new sulfur- and nitrogen-containing condensation product from the action product of chlorosulfur on a-naphthylamine.

Info

Publication number
CH120430A
CH120430A CH120430DA CH120430A CH 120430 A CH120430 A CH 120430A CH 120430D A CH120430D A CH 120430DA CH 120430 A CH120430 A CH 120430A
Authority
CH
Switzerland
Prior art keywords
product
nitrogen
chlorosulfur
preparation
naphthylamine
Prior art date
Application number
Other languages
German (de)
Inventor
Leopold Cassella Co Ge Haftung
Original Assignee
Cassella Leopold & Co Gmbh
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 Cassella Leopold & Co Gmbh filed Critical Cassella Leopold & Co Gmbh
Publication of CH120430A publication Critical patent/CH120430A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01—Five-membered rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Description

  

  Verfahren zur Darstellung eines neuen     schwefel-    und     stickstoffhaltigen    Kondensations  produktes aus dein Einwirkungsprodukt von Chlorschwefel auf     a-Naphtylamin.       Wird das im Schweizer Patent Nr. 92581  beschriebene Einwirkungsprodukt von Chlor  schwefel auf     a-Naphthylamin    mit     p-Amino-          phenylarsinsäure    kondensiert, so entsteht  eine neue Verbindung von wahrscheinlich  folgender Zusammensetzung:  
EMI0001.0007     
    Diese Verbindung besitzt wertvolle therapeu  tische Eigenschaften. Sie soll zur Herstel  lung von Farbstoffen und pharmazeutischen  Produkten benutzt werden.

           Beispiel:       7 kg des     Einwirkungsproduktes    von  Chlorschwefel auf     a-Naphthylamin    werden  mit etwa 40 kg Eisessig angerührt; hierzu  gibt man bei gewöhnlicher Temperatur eine  Lösung von 5,5 kg     p-Aminophenylarsinsäure       und 6,8 kg     Natriumacetat    (kristallisiert) in  etwa 10 Liter Wasser. Nach mehrstündigem  Rühren bei gewöhnlicher Temperatur wird  die Reaktion durch Erwärmen auf 60 bis  70   C zu Ende geführt. Durch Zugabe von  Salzwasser wird das Kondensationsprodukt  völlig abgeschieden.

   Zur Reinigung wird es  in heisser etwa 30 % Essigsäure gelöst, zu  dieser Lösung etwa die Hälfte des Volumens       Doppeltnormal-Salzwasser    zugefügt und aus  kristallisieren gelassen. Man erhält so die  neue Verbindung in feinen ziegelrot gefärb  ten     Nädelchen.    Die     Alka.lisalze.    sind gelbrot  gefärbt und leicht wasserlöslich.    Alkalische Reduktionsmittel spalten die  neue Verbindung zu einem     Merkaptan    von  wahrscheinlich folgender     Konstitution:     
EMI0001.0018     




  Process for the preparation of a new sulfur- and nitrogen-containing condensation product from your product of action of chlorosulphur on a-naphthylamine. If the action product of chlorine sulfur on a-naphthylamine, described in Swiss patent no. 92581, is condensed with p-aminophenylarsinic acid, a new compound is formed, probably with the following composition:
EMI0001.0007
    This compound has valuable therapeutic properties. It is intended to be used to manufacture dyes and pharmaceutical products.

           Example: 7 kg of the product of the action of sulfur chloride on a-naphthylamine are mixed with about 40 kg of glacial acetic acid; a solution of 5.5 kg of p-aminophenylarsinic acid and 6.8 kg of sodium acetate (crystallized) in about 10 liters of water is added to this at normal temperature. After several hours of stirring at ordinary temperature, the reaction is brought to an end by heating to 60 to 70.degree. The condensation product is completely separated out by adding salt water.

   To clean it, it is dissolved in about 30% hot acetic acid, about half the volume of double normal salt water is added to this solution and allowed to crystallize. The new compound is thus obtained in fine brick-red colored needles. The Alka.li salts. are colored yellow-red and easily soluble in water. Alkaline reducing agents cleave the new compound to a mercaptan of probably the following constitution:
EMI0001.0018

Claims (1)

PATENTANSPRUCII: Verfahren zur Darstellung eines neuen scli-%vefcl- und stickstoffhaltigen Konden- sationsproduktes von wahrscheinlich folgen der Konstitution: PATENT CLAIM: Process for the preparation of a new condensation product containing scli-% vefcl- and nitrogen, probably following the constitution: EMI0002.0006 dadurch gekennzeichnet, dass das im Schwei zer Patent Nr. 9e81 beschriebene Einwir- kungsprodukt vonChlorschwefel auf a-Na.ph- thy lamin mit p-Aminophenylarsinsä.ure kon- densiert wird. EMI0002.0006 characterized in that the product of action of chlorosulfur on α-Na.phthy laminate described in Swiss Patent No. 9e81 is condensed with p-aminophenylarsinic acid. Die neue Verbindung kristallisiert aus verdünnter Essigsäure in feinen ziegelrot gefärbten Nädelchen; ihre Alka.lisalze sind gelbrot gefärbt und leicht wasserlöslich, al kalische Reduhlionsmittel spalten sie zu einem Merkaptan von wa lirscheinlich folgen der Konstitution: EMI0002.0024 Sie besitzt wertvolle therapeutische Eigen schaften und soll zur Herstellung von Farb stoffen und pharmazeutischen Produkten benutzt werden. The new compound crystallizes from dilute acetic acid in fine brick-red colored needles; Their alkali salts are yellow-red in color and are easily soluble in water; they are broken down by alkaline reducing agents to form a mercaptan of which the constitution probably follows: EMI0002.0024 It has valuable therapeutic properties and is intended to be used in the manufacture of dyes and pharmaceutical products.
CH120430D 1925-08-04 1925-08-04 Process for the preparation of a new sulfur- and nitrogen-containing condensation product from the action product of chlorosulfur on a-naphthylamine. CH120430A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH120430T 1925-08-04
CH117993T 1925-08-04

Publications (1)

Publication Number Publication Date
CH120430A true CH120430A (en) 1927-06-01

Family

ID=25708926

Family Applications (1)

Application Number Title Priority Date Filing Date
CH120430D CH120430A (en) 1925-08-04 1925-08-04 Process for the preparation of a new sulfur- and nitrogen-containing condensation product from the action product of chlorosulfur on a-naphthylamine.

Country Status (1)

Country Link
CH (1) CH120430A (en)

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