CH201441A - Process for the preparation of a compound of 3-benzene-azo-2. 6-diaminopyridines. - Google Patents

Process for the preparation of a compound of 3-benzene-azo-2. 6-diaminopyridines.

Info

Publication number
CH201441A
CH201441A CH201441DA CH201441A CH 201441 A CH201441 A CH 201441A CH 201441D A CH201441D A CH 201441DA CH 201441 A CH201441 A CH 201441A
Authority
CH
Switzerland
Prior art keywords
benzene
azo
diaminopyridine
compound
alcohol
Prior art date
Application number
Other languages
German (de)
Inventor
Chemisches Industrielles Cilag
Original Assignee
Cilag Chemisches Ind Lab A G
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 Cilag Chemisches Ind Lab A G filed Critical Cilag Chemisches Ind Lab A G
Publication of CH201441A publication Critical patent/CH201441A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/124—Preparation of azo dyes from other azo compounds by acylation of amino groups with monocarboxylic acids, carbamic esters or halides, mono- isocyanates, or haloformic acid esters
    • C09B43/128—Aliphatic, cycloaliphatic or araliphatic acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)

Description

  

      Verfah..,en    zur Darstellung einer Verbindung des     3-Benzol-azo-2.        6-diaminopyridins.       Nach der vorliegenden Erfindung erhält  man eine eigenartige, neue Verbindung des       3-Benzol-azo-2.        6-diaminopyridius,    indem man       B-Benzol-azo-2   <B>.</B>     6-diaminopyridin    und Man  delsäure, zweckmässig in     äquimolekularen     Mengen, aufeinander einwirken     lässt.     



  Die neue Verbindung soll als solche oder  in Form ihrer Salze therapeutisch, insbeson  dere als Desinfiziens der Nieren- und Harn  wege verwendet werden, da sie wider Er  warten eine stärkere Wirkung entfaltet als  sie aus der     Summierung    der Wirkungen  ihrer beiden Komponenten zu erwarten ge  wesen  wäre. Ferner besitzt die neue Ver  bindung eine gegenüber den Komponenten  potenzierte, schmerzlindernde und antineu  ralgische Wirkung.  



  <I>Ausführungsbeispiel<B>1:</B></I>  21,3<B>g</B>     S-Benzol-azo-2.   <B>6 -</B>     diaminopyridin     werden in<B>600</B>     cm3    Äther gelöst und mit  einer Lösung von 15,2<B>g</B> Mandelsäure in  <B>100</B> cm' Äther zusammengegeben, worauf  die neue Verbindung sofort ausfällt.         Ausführungsbeispiel   <I>2:</I>  <B>21,3 g</B>     3-Benzol-azo-2   <B>. 6 -</B>     diaminopyridin     werden in<B>150</B>     ein3    heissem Alkohol gelöst  und darauf mit einer Lösung von 15,2<B>g</B>  Mandelsäure in<B>60</B>     ems    Alkohol zusammen  gegeben. Die neue Verbindung kristallisiert  nach kurzer Zeit aus.  



  Die Verbindung kann auch durch vorsich  tiges Zusammenschmelzen der Komponenten  in     äquimolekularen    Mengen, vorteilhaft unter  Zusatz einer geringen Menge eines Lösungs  mittels, gewonnen werden.  



  Dem Verfahrensprodukt kommt die     ein-          pirische    Formel     CioE1,90sNr,    zu. Es bildet  gelborangefarbige Nadeln (aus Alkohol) vom  Schmelzpunkt<B>178-179 0 0.</B> Es ist löslich  in heissem Wasser, Alkohol und     Azeton,     weniger löslich in Äther, Benzol und kaltem  Wasser.



      Procedure for the preparation of a compound of 3-benzene-azo-2. 6-diaminopyridines. According to the present invention, a peculiar, new compound of 3-benzene-azo-2 is obtained. 6-diaminopyridius, by allowing B-benzene-azo-2 <B>. </B> 6-diaminopyridine and almond acid to act on one another, expediently in equimolecular amounts.



  The new compound is intended to be used therapeutically as such or in the form of its salts, in particular as a disinfectant for the kidney and urinary tract, since, contrary to expectations, it develops a stronger effect than would have been expected from the summation of the effects of its two components . Furthermore, the new compound has a potent, pain-relieving and anti-neuralgic effect compared to the components.



  <I> Embodiment <B>1:</B> </I> 21.3 <B> g </B> S-benzene-azo-2. <B> 6 - </B> diaminopyridine are dissolved in <B> 600 </B> cm3 of ether and with a solution of 15.2 <B> g </B> mandelic acid in <B> 100 </B> cm 'Ether merged, whereupon the new connection fails immediately. Embodiment <I> 2: </I> <B> 21.3 g </B> 3-benzene-azo-2 <B>. 6- </B> diaminopyridine are dissolved in <B> 150 </B> a3 hot alcohol and then with a solution of 15.2 <B> g </B> mandelic acid in <B> 60 </B> ems alcohol given together. The new compound crystallizes out after a short time.



  The compound can also be obtained by carefully melting the components together in equimolecular amounts, advantageously with the addition of a small amount of a solvent.



  The product of the process is assigned the inventive formula CioE1.90sNr. It forms yellow-orange needles (from alcohol) with a melting point of <B> 178-179 0 0. </B> It is soluble in hot water, alcohol and acetone, less soluble in ether, benzene and cold water.

Claims (1)

PATENTANSPRÜCH: Verfahren zur Darstellung einer Verbin dung des S-Benzol-azo-2 <B>.</B> 6-diaminopyridins, dadurch gekennzeichnet, dass man B-Benzol- azo <B>-</B> 2<B>. 6 -</B> diaminopyridin und Mandelsäure aufeinander einwirken lässt. Das Verfahrensprodukt soll als solches oder in Form seiner Salze therapeutisch, ins besondere als Desinfizieris der Nieren- und Harnwege und als Antineuralgikum verwen det werden. PATENT CLAIM: Process for the preparation of a compound of S-benzene-azo-2 <B>. </B> 6-diaminopyridine, characterized in that B-benzene-azo <B> - </B> 2 <B> . 6 - </B> diaminopyridine and mandelic acid interact with each other. The process product should be used therapeutically as such or in the form of its salts, in particular as a disinfectant for the kidney and urinary tract and as an antineuralgic. Es entspricht der ernpirischen Formel CloHig03Nr, und bildet gelborange farbige Nadeln (aus Alkohol) vom Schmelz punkt<B>178-179 0 C.</B> Es ist löslich in heissem Wasser, Alkohol und Azeton, weniger löslich in Äther, Benzol und kaltem Wasser. UNTERANSPRUP,11 <B>-</B> Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man das 3-Benzol-azo- 2 <B>.</B> 6-diaminopyridin und die Mandelsäure in äquiniolekularen Mengen und unter Zusatz einer geringen Menge eines Lösungsmittels zusammenschmilzt. It corresponds to the empirical formula CloHig03Nr, and forms yellow-orange colored needles (made of alcohol) with a melting point <B> 178-179 0 C. </B> It is soluble in hot water, alcohol and acetone, less soluble in ether, benzene and cold water. SUBSTANTIAL CLAIM, 11 <B> - </B> Process according to patent claim, characterized in that the 3-benzene-azo-2 <B>. </B> 6-diaminopyridine and mandelic acid are used in equiniolecular amounts and with the addition of a small amount Amount of a solvent melts together.
CH201441D 1937-07-08 1937-07-08 Process for the preparation of a compound of 3-benzene-azo-2. 6-diaminopyridines. CH201441A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH201441T 1937-07-08

Publications (1)

Publication Number Publication Date
CH201441A true CH201441A (en) 1938-11-30

Family

ID=4442789

Family Applications (1)

Application Number Title Priority Date Filing Date
CH201441D CH201441A (en) 1937-07-08 1937-07-08 Process for the preparation of a compound of 3-benzene-azo-2. 6-diaminopyridines.

Country Status (1)

Country Link
CH (1) CH201441A (en)

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