DE900937C - Process for the production of sulfur-containing organic compounds - Google Patents

Process for the production of sulfur-containing organic compounds

Info

Publication number
DE900937C
DE900937C DEB20406A DEB0020406A DE900937C DE 900937 C DE900937 C DE 900937C DE B20406 A DEB20406 A DE B20406A DE B0020406 A DEB0020406 A DE B0020406A DE 900937 C DE900937 C DE 900937C
Authority
DE
Germany
Prior art keywords
sulfur
production
organic compounds
containing organic
thione
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
DEB20406A
Other languages
German (de)
Inventor
Dr Bruno Boettcher
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BRUNO BOETTCHER DR
Original Assignee
BRUNO BOETTCHER DR
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 BRUNO BOETTCHER DR filed Critical BRUNO BOETTCHER DR
Priority to DEB20406A priority Critical patent/DE900937C/en
Application granted granted Critical
Publication of DE900937C publication Critical patent/DE900937C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
    • C07D339/02—Five-membered rings
    • C07D339/04—Five-membered rings having the hetero atoms in positions 1 and 2, e.g. lipoic acid

Description

Verfahren zur Herstellung schwefelhaltiger organischer Verbindungen Gegenstand des Patents 865 903 ist die Herstellung schwefelhaltiger organischer Verbindungen durch Umsetzung von organischen Metallverbindungen mit Sulfoniumverbindungen, wobei solche Sulfoniumverbindungen von organischen Substanzen zur Umsetzung gebracht werden, die eine nicht enolisierbare Thioketogruppe enthalten.Process for the production of sulfur-containing organic compounds The subject of patent 865 903 is the production of sulfur-containing organic compounds by reacting organic metal compounds with sulfonium compounds, such sulfonium compounds being converted by organic substances that contain a non-enolizable thioketo group.

Gegenstand der Erfindung ist eine weitere Ausbildung der Erfindung gemäß Hauptpatent, und zwar soll das Natriumsalz der p-Aminosalicylsäure mit der Dimethylsulfatverbindung des 5-Thion-3-(p-methoxyphenyl)-i, 2-dithiols umgesetzt werden. Das so erhältliche Reaktionsprodukt besitzt ganz besonders wertvolle therapeutische Eigenschaften.The subject of the invention is a further embodiment of the invention according to the main patent, namely the sodium salt of p-aminosalicylic acid with the Dimethyl sulfate compound of 5-thione-3- (p-methoxyphenyl) -i, 2-dithiol implemented will. The reaction product obtainable in this way has particularly valuable therapeutic properties Properties.

Beispiel 219 5-Thion-3-(p-methoxy-phenyl)-i, 2-dithiol-Dimethylsulfat werden in 8oo ccm Wasser gelöst, mit verdünnter Essigsäure, schwach angesäuert, und mit 15 g des Na-Salzes der p-Aminosalicylsäure, in 5oo ccm Wasser gelöst, vermischt.Example 21 9 5-Thione-3- (p-methoxyphenyl) -i, 2-dithiol-dimethyl sulfate are dissolved in 800 cc of water, weakly acidified with dilute acetic acid, and with 15 g of the Na salt of p-aminosalicylic acid , dissolved in 500 cc of water, mixed.

Es bildet sich eine rotgelbe kristallinische Fällung, die abgesaugt wird. Ausbeute etwa 35 g. Aus Benzol/Aceton (3: i) umkristallisiert erhält man braunrote Nadeln vom F. = 137 bis z39°, Diese Substanz hat höchstwahrscheinlich die folgende Zusammensetzung: Das Präparat wurde auf seine Wirksamkeit auf Mykobakterium tuberculosis, Stamm Greifswald humanus, im Kulturversuch ausgewertet. Die Beobachtungszeit betrug 6 Wochen im Brutschrank bei 37°, Ho-Du-Nährboden. Das Präparat hat bis zur Verdünnung von i : iooooo das Wachstum des obigen Tuberkelbazillenstammes absolut gehemmt.A red-yellow crystalline precipitate forms, which is suctioned off. Yield about 35 g. Recrystallized from benzene / acetone (3: i), brown-red needles with a temperature of 137 to 39 ° are obtained.This substance most likely has the following composition: The preparation was evaluated for its effectiveness on mycobacterium tuberculosis, strain Greifswald humanus, in a culture experiment. The observation time was 6 weeks in an incubator at 37 °, Ho-Du culture medium. The preparation absolutely inhibited the growth of the above tubercle bacilli strain up to the dilution of i: iooooo.

Claims (1)

PATENTANSPRUCH: Weitere Ausbildung des Verfahrens zur Herstellung schwefelhaltiger organischer Verbindungen gemäß Patent 865 903, dadurch gekennzeichnet, daß als organische Metallverbindung das Natriumsalz der p-Aminosalicylsäure und als eine nicht enolisierbare Thioketogruppe enthaltende Sulfoniumverbindung das 5-Thion-3-(p-methoxy-phenyl)-i, a-dithiol-Dimethylsulfat verwendet wird. PATENT CLAIM: Further development of the process for the production of sulfur-containing organic compounds according to Patent 865 903, characterized in that the organic metal compound is the sodium salt of p-aminosalicylic acid and the sulfonium compound containing a non-enolizable thioketo group is 5-thione-3- (p-methoxyphenyl ) -i, a-dithiol dimethyl sulfate is used.
DEB20406A 1952-05-14 1952-05-14 Process for the production of sulfur-containing organic compounds Expired DE900937C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEB20406A DE900937C (en) 1952-05-14 1952-05-14 Process for the production of sulfur-containing organic compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB20406A DE900937C (en) 1952-05-14 1952-05-14 Process for the production of sulfur-containing organic compounds

Publications (1)

Publication Number Publication Date
DE900937C true DE900937C (en) 1954-01-04

Family

ID=6960337

Family Applications (1)

Application Number Title Priority Date Filing Date
DEB20406A Expired DE900937C (en) 1952-05-14 1952-05-14 Process for the production of sulfur-containing organic compounds

Country Status (1)

Country Link
DE (1) DE900937C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008542209A (en) * 2005-05-27 2008-11-27 アンタイブ セラピューティクス インク． 4- or 5-aminosalicylic acid derivatives

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008542209A (en) * 2005-05-27 2008-11-27 アンタイブ セラピューティクス インク． 4- or 5-aminosalicylic acid derivatives

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