CH311085A - Process for the preparation of an isonicotinic acid derivative. - Google Patents

Process for the preparation of an isonicotinic acid derivative.

Info

Publication number
CH311085A
CH311085A CH311085DA CH311085A CH 311085 A CH311085 A CH 311085A CH 311085D A CH311085D A CH 311085DA CH 311085 A CH311085 A CH 311085A
Authority
CH
Switzerland
Prior art keywords
isonicotinic acid
acid derivative
preparation
isonicotinyl
isobutylidene
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 CH311085A publication Critical patent/CH311085A/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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyridine Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

  

  Verfahren zur Herstellung eines     Isonicotinsäurederivates.       Gegenstand des vorliegenden Patentes ist  ein     Verfahren    zur Herstellung eines     Isonico-          tinsäurederivates,    welches dadurch gekenn  zeichnet ist, dass     Isonicotinsäurehydrazid    mit       Isobutyraldehyd    zum     1-Isonicotinyl-2-isobu-          tyliden-hydrazin    kondensiert wird. Zweck  mässig wird die Kondensation in einem Ver  dünnungsmittel, z. B. Methanol, durchgeführt.  



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



  <I>Beispiel:</I>  Einer warmen Lösung von 20 g     Isonicotin-          säurehydrazid    in 150     em3    Methanol werden  20     em3        Isobutyraldehyd    zugegeben. Die Mi  schung lässt man 15 Minuten stehen. Man ent  fernt das Methanol und den überschüssigen  Aldehyd im Vakuum, worauf das     1-Isonico-          tinyl-2-isobutyliden-hydrazin    in Form eines    festen Körpers gewonnen wird. Durch Um  kristallisieren aus Benzol erhält man die Ver  bindung in Form von farblosen     Rhomboiden     vom     Schmelzpunkt    l36,5-138  C.



  Process for the preparation of an isonicotinic acid derivative. The subject of the present patent is a process for the production of an isonicotinic acid derivative, which is characterized in that isonicotinic acid hydrazide is condensed with isobutyraldehyde to give 1-isonicotinyl-2-isobutylidene hydrazine. Appropriately, the condensation in a United diluent such. B. methanol performed.



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



  <I> Example: </I> A warm solution of 20 g isonicotinic acid hydrazide in 150 em3 methanol is added 20 em3 isobutyraldehyde. The mixture is left to stand for 15 minutes. The methanol and the excess aldehyde are removed in vacuo, whereupon the 1-isonicotinyl-2-isobutylidene hydrazine is obtained in the form of a solid. By recrystallizing from benzene, the compound is obtained in the form of colorless rhomboids with a melting point of 136.5-138 C.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Isonico- tinsäurederivates, dadurch gekennzeichnet, dass Isonicotinsätxrehydrazid mit Isobutyralde- hyd zum 1-Isonicotinyl-2-isobutyliden-hydra- zin kondensiert wird. Die neue Verbindung bildet farblose Rhom boide und schmilzt bei 136,5-138 C. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, 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 isobutyraldehyde to give 1-isonicotinyl-2-isobutylidene-hydrazine. The new compound forms colorless rhombuses and melts at 136.5-138 C. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that the condensation is carried out in a diluent.
CH311085D 1951-03-17 1952-01-23 Process for the preparation of an isonicotinic acid derivative. CH311085A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US311085XA 1951-03-17 1951-03-17
CH305259T 1952-01-23

Publications (1)

Publication Number Publication Date
CH311085A true CH311085A (en) 1955-11-15

Family

ID=25734916

Family Applications (1)

Application Number Title Priority Date Filing Date
CH311085D CH311085A (en) 1951-03-17 1952-01-23 Process for the preparation of an isonicotinic acid derivative.

Country Status (1)

Country Link
CH (1) CH311085A (en)

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