CH192504A - Process for the preparation of a carboxylic acid containing the pyridine nucleus. - Google Patents
Process for the preparation of a carboxylic acid containing the pyridine nucleus.Info
- Publication number
- CH192504A CH192504A CH192504DA CH192504A CH 192504 A CH192504 A CH 192504A CH 192504D A CH192504D A CH 192504DA CH 192504 A CH192504 A CH 192504A
- Authority
- CH
- Switzerland
- Prior art keywords
- carboxylic acid
- preparation
- acid containing
- pyridine nucleus
- phenyl
- Prior art date
Links
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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/80—Acids; Esters in position 3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
Description
Verfahren zur Darstellung einer den Pyridinkern enthaltenden Carbonsäure. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Darstellung einer den Pyridinkern enthaltenden Carbonsäure, wel ches dadurch gekennzeichnet ist, dass man auf eine 6-Phenyl-2-halogenpyridin-3-carbon- säure katalytisch angeregten Wasserstoff ein wirken lässt.
Die derart herstellbare bereits bekannte 2-Phenylpyridin-3-carbonsäure kann therapeutische Verwendung finden. Beispiel: 23,3 Teile 6-Phenyl-2-ehlorpyridin-3-car- bonsäure, 10 Teile Natriumhydrogyd und 300 Teile Wasser werden in Gegenwart von aktivem Nickel bis zur Beendigung der Auf nahme mit Wasserstoff geschüttelt,
und zwar je nach der Aktivität des Katalysators bei Zimmertemperatur oder unter Erwärmen auf etwa<B>50'.</B> Nach beendigter Wasserstoffauf nahme wird der Katalysator abgetrennt und die entstandene 2-Phenylpyridin-3-carbon- säure mittels Mineralsäure ausgeschieden. Nach dem LTmkristallisieren aus wässrigem Alkohol schmilzt sie bei 229 .
An Stelle von Natriumhydrogyd kann ohne weiteres auch ein anderes säurebindendes Mittel, wie z. B. Magnesiumogyd, verwendet werden.
Statt mit 6-Phenyl-2-chlorpyridin-3-car- bonsäure kann. man die Reaktion auch mit einer andern 6-Phenyl-2-halogenpyridin-3- oa.rbonsäure ausführen.
Als Katalysatoren können ausser Nickel z. B. auch Kobalt, Gemische von Nickel und Kobalt sowie Platin, Palladium und derglei chen angewandt werden.
6-Phenyl-2-chlorpyridin- 3 - oarbonsäure vom F.<B>188</B> erhält man durch Verseifung von 6-Phenyl-2-chlorpyridin-3-carbonsäure- chlorid (F. 104-106 ) mit Natronlauge. Das Säurechlorid entsteht seinerseits bei der Be handlung von 6-Phenyl-2-ogypyridin-3-car- bonsäure mit Phosphorpentachlorid.
Process for the preparation of a carboxylic acid containing the pyridine nucleus. The present patent relates to a process for the preparation of a carboxylic acid containing the pyridine nucleus, which is characterized in that catalytically excited hydrogen is allowed to act on a 6-phenyl-2-halopyridine-3-carboxylic acid.
The already known 2-phenylpyridine-3-carboxylic acid which can be prepared in this way can be used therapeutically. Example: 23.3 parts of 6-phenyl-2-chloropyridine-3-carboxylic acid, 10 parts of sodium hydrogen and 300 parts of water are shaken with hydrogen in the presence of active nickel until the end of the recording,
Depending on the activity of the catalyst at room temperature or with heating to about 50 '. After the hydrogen uptake has ended, the catalyst is separated off and the 2-phenylpyridine-3-carboxylic acid formed is eliminated using mineral acid. After crystallizing from aqueous alcohol, it melts at 229.
Instead of sodium hydrogen, another acid-binding agent, such as. B. Magnesiumogyd, can be used.
Instead of using 6-phenyl-2-chloropyridine-3-carboxylic acid, you can. the reaction can also be carried out with another 6-phenyl-2-halopyridine-3-oa.rboxylic acid.
As catalysts, in addition to nickel, for. B. cobalt, mixtures of nickel and cobalt and platinum, palladium and the like can be used.
6-Phenyl-2-chloropyridine-3-carboxylic acid of F. 188 is obtained by saponifying 6-phenyl-2-chloropyridine-3-carboxylic acid chloride (F. 104-106) with sodium hydroxide solution. The acid chloride in turn is formed when 6-phenyl-2-ogypyridine-3-carboxylic acid is treated with phosphorus pentachloride.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH186664T | 1934-11-24 | ||
| CH192504T | 1934-11-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH192504A true CH192504A (en) | 1937-08-15 |
Family
ID=25721401
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH192504D CH192504A (en) | 1934-11-24 | 1934-11-24 | Process for the preparation of a carboxylic acid containing the pyridine nucleus. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH192504A (en) |
-
1934
- 1934-11-24 CH CH192504D patent/CH192504A/en unknown
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