CH213151A - Process for the preparation of a derivative of 2-amino-6-methylpyridine. - Google Patents

Process for the preparation of a derivative of 2-amino-6-methylpyridine.

Info

Publication number
CH213151A
CH213151A CH213151DA CH213151A CH 213151 A CH213151 A CH 213151A CH 213151D A CH213151D A CH 213151DA CH 213151 A CH213151 A CH 213151A
Authority
CH
Switzerland
Prior art keywords
methylpyridine
amino
derivative
preparation
soluble
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 CH213151A publication Critical patent/CH213151A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72Nitrogen atoms
    • C07D213/76Nitrogen atoms to which a second hetero atom is attached

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

  

  Verfahren zur Darstellung eines Derivates des     2-Amirio.6-methylpyridins.       Nach dem Verfahren der vorliegenden  Erfindung wird ein neues Derivat des       2-Amino-6-methylpyridins    erhalten, welches,  wie gefunden wurde, eine stark bakterizide  Wirkung gegen Kokken entfaltet,     wobei,des-          sen        1VIethylgruppe    für die zu Grunde liegen  den     physikaliech-chemischen    Eigenschaften       mitverantwortlich    zu machen ist.

   Die neue       Verbindung    soll :daher zur Bekämpfung von  durch     pathogene    Kokken     verursachten    Krank  heiten Verwendung     finden.     



  Das     erfindungsgemässe    Verfahren zur  Darstellung der neuen Verbindung     ist    da  .durch gekennzeichnet, dass man     Acetylsulf-          anilsäurechlorid    mit     2-Amino-6-methylpyri-          din    umsetzt, wobei sich unter Abspaltung  von     Chlorwasserstoff        2-(p-Acetylaminoben-          zolsulfonylamino-)6-methylpyridin    bildet.  



       Ausführungsbeispiel:     105g     2-Amino-6-methylpyridin,        2,33    g       p-Acetylaminobenzolsulfonsäurechlorid    und  150 g Soda werden     .gut    vermengt und mit         wenig    Wasser befeuchtet.

   Die     Reaktion    er  folgt     unter        beträchtlicherWärmeentwicklung.     Das     2-(p-Acetylaminobenzolsulfonylamino-)          6-methylpyridin    wird aus     verdünnter    Essig  säure     umkristallisiert.    Es bildet farblose  Nadeln (aus Alkohol), -die bei 215-217   C  schmelzen; sie sind leicht löslich in verdünn  tem Alkali, wenig löslich in Alkohol,     Azeton     und Äther, sehr schwer löslich in warmem       Wasser.  



  Process for the preparation of a derivative of 2-Amirio.6-methylpyridine. According to the process of the present invention, a new derivative of 2-amino-6-methylpyridine is obtained which, as has been found, has a strong bactericidal effect against cocci, its 1VIethyl group being the basis for the physicochemical properties is to be made jointly responsible.

   The new compound should: therefore be used to combat diseases caused by pathogenic cocci.



  The process according to the invention for preparing the new compound is characterized in that acetylsulfanilic acid chloride is reacted with 2-amino-6-methylpyridine, with 2- (p-acetylaminobenzenesulfonylamino) 6-methylpyridine being split off from hydrogen chloride forms.



       Exemplary embodiment: 105 g of 2-amino-6-methylpyridine, 2.33 g of p-acetylaminobenzenesulphonic acid chloride and 150 g of soda are mixed well and moistened with a little water.

   The reaction occurs with considerable exotherm. The 2- (p-acetylaminobenzene sulfonylamino) 6-methylpyridine is recrystallized from dilute acetic acid. It forms colorless needles (from alcohol) that melt at 215-217 C; they are easily soluble in dilute alkali, slightly soluble in alcohol, acetone and ether, very poorly soluble in warm water.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Deri- vates,des 2-Amino-6-methylpyridins, dadurch gekennzeichnet, dass man Acetylsulfanilsäure- chlorid mit 2-Amino-6-methylpyridin um setzt, wobei sich unter Abspaltung von Chlorwasserstoff 2-(p-A.cetylaminobenzolsul- fonylamino-)6-methylpyridin bildet. PATENT CLAIM: Process for the preparation of a derivative, 2-amino-6-methylpyridine, characterized in that acetylsulfanilic acid chloride is reacted with 2-amino-6-methylpyridine, with the elimination of hydrogen chloride 2- (pA.cetylaminobenzolsul - forms fonylamino-) 6-methylpyridine. Das Verfahrensprodukt bildet farblose, bei 215-217'C schmelzende Nadeln (aus Alkohol), ist leicht löslich in verdünntem Alkali, wenig löslich in A.lkohoy Azeton und Äther, sehr schwer löslich in warmem Wasser. Els soll zur Bekämpfung von durch pathogene Kokken verursachten Krankheiten verwendet werden. The product of the process forms colorless needles (from alcohol) that melt at 215-217'C, is easily soluble in dilute alkali, sparingly soluble in acetone and ether, very poorly soluble in warm water. Els is said to be used to combat diseases caused by pathogenic cocci. PATENTANSPRUCH: Verfahren nach Patentansprueli, dadurch ,kennzeichnet, dass man die beiden Aus- gangsstoffe bei Aje.genwart von Soda um setzt. PATENT CLAIM: Process according to patent claims, characterized in that the two starting materials are implemented at Aje.genwart von Soda.
CH213151D 1939-08-05 1939-08-05 Process for the preparation of a derivative of 2-amino-6-methylpyridine. CH213151A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH213151T 1939-08-05

Publications (1)

Publication Number Publication Date
CH213151A true CH213151A (en) 1941-01-15

Family

ID=4448111

Family Applications (1)

Application Number Title Priority Date Filing Date
CH213151D CH213151A (en) 1939-08-05 1939-08-05 Process for the preparation of a derivative of 2-amino-6-methylpyridine.

Country Status (1)

Country Link
CH (1) CH213151A (en)

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