CH311084A - Process for the preparation of an isonicotinic acid derivative. - Google Patents

Process for the preparation of an isonicotinic acid derivative.

Info

Publication number
CH311084A
CH311084A CH311084DA CH311084A CH 311084 A CH311084 A CH 311084A CH 311084D A CH311084D A CH 311084DA CH 311084 A CH311084 A CH 311084A
Authority
CH
Switzerland
Prior art keywords
isonicotinic acid
acid derivative
preparation
methylheptylidene
isonicotinyl
Prior art date
Application number
Other languages
German (de)
Inventor
F Hoffmann- Aktiengesellschaft
Original Assignee
Hoffmann La Roche
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 Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of CH311084A publication Critical patent/CH311084A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/60—Heterocyclic 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides

Landscapes

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

Description

  

  Verfahren zur Herstellung     eines        Isonieotinsäurederivates.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines     Isonico-          tinsäurederivates,    welches dadurch gekenn  zeichnet ist, dass     Isonieotinsäurehydrazid    mit       Methylhexylketon    zum     1-Isonicotinyl-2-    (1'  methylheptyliden)-hydrazin kondensiert wird.  Zweckmässig wird die Kondensation in einem  Verdünnungsmittel, z. B. Methanol,     durehge-          führt.     



  Die neue Verbindung soll als Heilmittel,  insbesondere bei Tuberkulose, verwendet wer  den.  



       Beispiel:     Eine Mischung von 40 g     Isonieotinsäure-          hydrazid,    50     em3        nlethylhexylketon    und  300     ein-'    Methanol wird 4 Stunden zum Sie  den unter     Rückfluss    erwärmt. Das Methanol  wird im Vakuum entfernt. Man versetzt den  Rückstand mit 200     em3        Ligroin    (Siedegren-         zen    60-90  C). Die Mischung wird auf dem  Dampfbad erwärmt, geschüttelt und schliess  lich gekühlt, worauf sich weisse Nadeln von.

         1-Isonicotinyl-2-        (Y-        methylheptyliden)    -     hydra-          zin    bilden. Diese Verbindung schmilzt bei 75  bis 77  C.



  Process for the preparation of an isonieotinic acid derivative. The subject of the present patent is a process for the production of an isonicotinic acid derivative, which is characterized in that isonieotinic acid hydrazide is condensed with methylhexyl ketone to give 1-isonicotinyl-2- (1 'methylheptylidene) hydrazine. The condensation in a diluent, e.g. B. methanol, durehge- led.



  The new compound is said to be used as a remedy, particularly for tuberculosis.



       Example: A mixture of 40 g of isonieotinic acid hydrazide, 50 cubic centimeters of ethylhexyl ketone and 300 of methanol is heated to reflux for 4 hours. The methanol is removed in vacuo. The residue is treated with 200 em3 ligroin (boiling point 60-90 ° C.). The mixture is warmed up on the steam bath, shaken and finally cooled, whereupon white needles of.

         Form 1-isonicotinyl-2- (Y-methylheptylidene) hydrazine. This compound melts at 75 to 77 C.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Isonico- tinsäurederivates, dadurch gekennzeichnet, dass Isonieotinsäurehydrazid mit Methylhexyl- keton zum 1-Isonicotinyl-2-(1'-methylheptyl- iden)-hydrazin kondensiert wird. Die neue Verbindung bildet weisse Nadeln und schmilzt bei 75-77 C. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeiehnet, dass die Kondensation in einem Verdünnungsmittel durchgeführt wird. PATENT CLAIM: Process for the production of an isonicotinic acid derivative, characterized in that isonicotinic acid hydrazide is condensed with methylhexyl ketone to form 1-isonicotinyl-2- (1'-methylheptylidene) hydrazine. The new compound forms white needles and melts at 75-77 C. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that the condensation is carried out in a diluent.
CH311084D 1951-03-17 1952-01-23 Process for the preparation of an isonicotinic acid derivative. CH311084A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US311084XA 1951-03-17 1951-03-17
CH305259T 1952-01-23

Publications (1)

Publication Number Publication Date
CH311084A true CH311084A (en) 1955-11-15

Family

ID=25734915

Family Applications (1)

Application Number Title Priority Date Filing Date
CH311084D CH311084A (en) 1951-03-17 1952-01-23 Process for the preparation of an isonicotinic acid derivative.

Country Status (1)

Country Link
CH (1) CH311084A (en)

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