AT163820B - Process for the preparation of a new condensation product of sulfanilamidoethylthiodiazole - Google Patents

Process for the preparation of a new condensation product of sulfanilamidoethylthiodiazole

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Publication number
AT163820B
AT163820B AT163820DA AT163820B AT 163820 B AT163820 B AT 163820B AT 163820D A AT163820D A AT 163820DA AT 163820 B AT163820 B AT 163820B
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Austria
Prior art keywords
condensation product
preparation
sulfanilamidoethylthiodiazole
new condensation
formaldehyde
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Application number
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German (de)
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Ciba Geigy
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Publication date
Application filed by Ciba Geigy filed Critical Ciba Geigy
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Publication of AT163820B publication Critical patent/AT163820B/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

   <Desc/Clms Page number 1> 
 



  Verfahren zur Herstellung eines neuen Kondensationsproduktes des Sulfanilamidoäthylthio- diazols 
Die vorliegende Erfindung betrifft die Herstellung eines Kondensationsproduktes des Formaldehydes mit   2-Sulfanilamido-5-äthyl-     thiodiazols- (l,   3,4) der Formel 
 EMI1.1 
 Die neue Verbindung zeigt gegenüber dem 2-Sulfanilamido-5-äthyl-thiodiazols-1, 3,4 wertvollere therapeutische Eigenschaften. 



   Das Kondensationsprodukt wird erhalten, wenn man 2-Sulfanilamido-5-äthyl-thiodiazol- (1,3, 4) mit Formaldehyd umsetzt. Statt Formaldehyd selbst können auch Formaldehyd abgebende Mittel, wie Paraformaldehyd oder Hexamethylentetramin verwendet werden. Die Umsetzung wird vorteilhaft in Gegenwart von Verdünnungsmitteln, wie Wasser, verdünnten Säuren oder organischen Lösungsmitteln, beispielsweise Alkohol durchgeführt. 



   Die Herstellung des neuen Kondensationsproduktes sowie besonders die Möglichkeit seiner Isolierung in einer für die therapeutische Verwendung geeigneten Form ist durchaus nicht selbstverständlich. Gewisse Sulfanilamide der heterocyclischen Reihe geben mit Formaldehyd nur schmierige Reaktionsprodukte. 
Die verfahrensgemäss erhaltene Verbindung soll als Heilmittel Verwendung finden. 



   Beispiel :
9 Gew.-Teile 2-Sulfanilamido-5-äthylthiadiazol-(1, 3,4) werden in 100 Vol.-Teilen einer etwa 2,5 n-Salzsäure gelöst und bei gewöhnlicher Temperatur unter Rühren tropfenweise   mit 4, 8 Vol.-Teilen einer 40% igen   Formaldehydlösung versetzt. Vom ersten Tropfen an scheidet sich das Kondensationsprodukt als feiner weisser Niederschlag aus. Sobald alle Formaldehydlösung zugegeben ist, saugt man ab, wäscht mit Wasser, schwemmt in Wasser auf, neutralisiert die letzten Reste Salzsäure mit Soda, und saugt wieder ab. Nach dem Trocknen bei 50   C wird das neue Kondensationsprodukt als sehr feines weisses Pulver erhalten. Es ist in Wasser und Säuren sehr wenig löslich. Mit verdünnter Natronlauge tritt bei längerem Schütteln allmählich Auflösung ein. 



   PATENTANSPRÜCHE :
1. Verfahren zur Herstellung eines neuen Kondensationsproduktes des   2-Sulfanilamido-5-äthyl-   
 EMI1.2 
 mit Formaldehyd umsetzt. 

**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.



   <Desc / Clms Page number 1>
 



  Process for the preparation of a new condensation product of sulfanilamidoethylthiodiazole
The present invention relates to the preparation of a condensation product of formaldehyde with 2-sulfanilamido-5-ethyl-thiodiazols- (1,3,4) of the formula
 EMI1.1
 Compared to 2-sulfanilamido-5-ethyl-thiodiazoles-1,3,4, the new compound shows more valuable therapeutic properties.



   The condensation product is obtained when 2-sulfanilamido-5-ethyl-thiodiazole- (1,3, 4) is reacted with formaldehyde. Instead of formaldehyde itself, formaldehyde-releasing agents such as paraformaldehyde or hexamethylenetetramine can also be used. The reaction is advantageously carried out in the presence of diluents such as water, dilute acids or organic solvents, for example alcohol.



   The production of the new condensation product and especially the possibility of its isolation in a form suitable for therapeutic use is by no means a matter of course. Certain sulfanilamides of the heterocyclic series give only greasy reaction products with formaldehyde.
The compound obtained according to the method is intended to be used as a therapeutic agent.



   Example:
9 parts by weight of 2-sulfanilamido-5-äthylthiadiazol- (1, 3,4) are dissolved in 100 parts by volume of about 2.5 N hydrochloric acid and, at normal temperature, with stirring, dropwise with 4.8 vol. Parts of a 40% formaldehyde solution are added. From the first drop on, the condensation product separates out as a fine white precipitate. As soon as all the formaldehyde solution has been added, it is suctioned off, washed with water, washed up in water, the last residues of hydrochloric acid are neutralized with soda, and suctioned off again. After drying at 50 ° C., the new condensation product is obtained as a very fine white powder. It is very sparingly soluble in water and acids. With dilute sodium hydroxide solution, prolonged shaking will gradually dissolve.



   PATENT CLAIMS:
1. Process for the preparation of a new condensation product of 2-sulfanilamido-5-ethyl
 EMI1.2
 Reacts with formaldehyde.

** WARNING ** End of DESC field may overlap beginning of CLMS **.

Claims (1)

2. Verfahren nach dem Patentanspruch 1, dadurch gekennzeichnet, dass man die Umsetzung in Gegenwart von verdünnten Säuren durchführt. **WARNUNG** Ende CLMS Feld Kannt Anfang DESC uberlappen**. 2. The method according to claim 1, characterized in that the reaction is carried out in the presence of dilute acids. ** WARNING ** End of CLMS field may overlap beginning of DESC **.
AT163820D 1946-12-19 1947-10-17 Process for the preparation of a new condensation product of sulfanilamidoethylthiodiazole AT163820B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH163820X 1946-12-19

Publications (1)

Publication Number Publication Date
AT163820B true AT163820B (en) 1949-08-25

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ID=4416867

Family Applications (1)

Application Number Title Priority Date Filing Date
AT163820D AT163820B (en) 1946-12-19 1947-10-17 Process for the preparation of a new condensation product of sulfanilamidoethylthiodiazole

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AT (1) AT163820B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE947795C (en) * 1954-09-07 1956-08-23 Heyden Chem Fab Process for the preparation of condensation products from 4-acylamino-benzene-1-sulfonamides and formaldehyde

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE947795C (en) * 1954-09-07 1956-08-23 Heyden Chem Fab Process for the preparation of condensation products from 4-acylamino-benzene-1-sulfonamides and formaldehyde

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