CH311085A - Verfahren zur Herstellung eines Isonicotinsäurederivates. - Google Patents
Verfahren zur Herstellung eines Isonicotinsäurederivates.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
Links
- 238000000034 method Methods 0.000 title claims description 5
- TWBYWOBDOCUKOW-UHFFFAOYSA-N isonicotinic acid Chemical class OC(=O)C1=CC=NC=C1 TWBYWOBDOCUKOW-UHFFFAOYSA-N 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 claims description 6
- OJDXQZSFUKXSDX-UHFFFAOYSA-N C(C1=CC=NC=C1)NN=CC(C)C Chemical compound C(C1=CC=NC=C1)NN=CC(C)C OJDXQZSFUKXSDX-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical group 0.000 claims description 3
- QRXWMOHMRWLFEY-UHFFFAOYSA-N isoniazide Chemical compound NNC(=O)C1=CC=NC=C1 QRXWMOHMRWLFEY-UHFFFAOYSA-N 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 201000008827 tuberculosis Diseases 0.000 description 1
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.
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.
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 (de) | 1955-11-15 |
Family
ID=25734916
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH311085D CH311085A (de) | 1951-03-17 | 1952-01-23 | Verfahren zur Herstellung eines Isonicotinsäurederivates. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH311085A (de) |
-
1952
- 1952-01-23 CH CH311085D patent/CH311085A/de unknown
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