CH146709A - Process for the preparation of an N-substituted compound of the pyridone series. - Google Patents
Process for the preparation of an N-substituted compound of the pyridone series.Info
- Publication number
- CH146709A CH146709A CH146709DA CH146709A CH 146709 A CH146709 A CH 146709A CH 146709D A CH146709D A CH 146709DA CH 146709 A CH146709 A CH 146709A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- substituted compound
- pyridone
- water
- melts
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 4
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical class OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000000155 melt Substances 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 3
- YHIGEEMVUSEMHF-UHFFFAOYSA-N 1-[2-(diethylamino)ethyl]pyridin-2-one Chemical compound CCN(CC)CCN1C=CC=CC1=O YHIGEEMVUSEMHF-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 230000001225 therapeutic effect Effects 0.000 claims description 2
- AUUIIKRMFUKZQW-UHFFFAOYSA-N n,n-diethyl-2-pyridin-2-yloxyethanamine Chemical compound CCN(CC)CCOC1=CC=CC=N1 AUUIIKRMFUKZQW-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/64—One oxygen atom attached in position 2 or 6
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Darstellung einer N-substitnierten Verbindung der Pyridonreiheo Es wurde gefunden, dass man zu einer X.-substituierten Verbindung der Pyridon- reihe gelangen kann, wenn man 2-Diäthyl- a.minoäthoxypyrzdin durch Erwärmen um lagert.
Das entstandene N-Diäthylaminoäthyl- 2-pyridon siedet bei 127<B>'</B>unter 1 mm Druck. Es ist in Wasser und in organischen Lö sungsmitteln, sowie in Säuren löslich. Das farblose Monochlorhydrat kristallisiert mit 1 Mol Wasser und schmilzt bei 74 . Wasser frei schmilzt es bei 148 .
Die neue Base soll für therapeutische Zwecke Verwendung finden.
<I>Beispiel:</I> 2-Diäthylaminoäthoxypyridin wird durch Erhitzen auf 220 bis<B>270'</B> umgelagert.
Process for the preparation of an N-substituted compound of the pyridone series o It has been found that an X.-substituted compound of the pyridone series can be obtained if 2-diethyl- a.minoethoxypyrzdin is rearranged by heating.
The resulting N-diethylaminoethyl-2-pyridone boils at 127 <B> '</B> under 1 mm pressure. It is soluble in water and organic solvents as well as acids. The colorless monochlorohydrate crystallizes with 1 mol of water and melts at 74. Water free it melts at 148.
The new base will be used for therapeutic purposes.
<I> Example: </I> 2-diethylaminoethoxypyridine is rearranged by heating to 220 to <B> 270 '</B>.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH146709T | 1929-08-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH146709A true CH146709A (en) | 1931-04-30 |
Family
ID=4402875
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH146709D CH146709A (en) | 1929-08-10 | 1929-08-10 | Process for the preparation of an N-substituted compound of the pyridone series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH146709A (en) |
-
1929
- 1929-08-10 CH CH146709D patent/CH146709A/en unknown
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