CH142343A - Process for the preparation of an amide of a heterocyclic carboxylic acid. - Google Patents
Process for the preparation of an amide of a heterocyclic carboxylic acid.Info
- Publication number
- CH142343A CH142343A CH142343DA CH142343A CH 142343 A CH142343 A CH 142343A CH 142343D A CH142343D A CH 142343DA CH 142343 A CH142343 A CH 142343A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- amide
- hydrogenation
- carboxylic acid
- carried out
- 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
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
- C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Description
verfahren zur Darstellung eines Amides einer heterocyelischen Carl)onsäure. Es wurde gefunden, dass man zu einem Amid einer heterocyclischen Carbousäure ge langen kann; indem man das Nicotyl-ac-tetra- hydro-R-naphtylamid hydriert. Als Hydrie- rungsmittel sind zucn Beispiel Wasserstoff in Gegenwart katalytisch wirkender Metalle oder Metallgemische, Alkalimetalle in Gegen wart eines Alkohols oder Metalle und Säuren zu nennen.
Das Nipecotyl-ac-tetrah3-dro-@-naphtylamid stellt ein weisses Kristallpulver vom Schmelz punkt 132 dar, das in den meisten orga nischen Lösungsmitteln löslich ist. Mit Säuren werden leicht lösliche, neutrale Salze erhalten.
Die neue Verbindung kann entweder selbst therapeutische -Verwendung finden oder als Zwischenprodukt zur Herstellung pharmazeu tischer Verbindungen dienen. <I>Beispiel:</I> 59,1 Teile Nicotyl-ac-tetrahydro-@-naphtyl- amid (erhalten durch Zusammenschmelzen von Nicotinsäurechlorid und ac-Tetrahydro- 13-naphtylamin-chlorhydrat; Schmelzpunkt 137-188") werden mit 210 Teilen Dekalin und 15 Teilen Nickelkatalysator unter 20-40 Atmosphären Wasserstoffdruck auf 140-150 erhitzt.
Nach Beendigung der Wasserstoff aufnahme wird der Autoklaveninhalt mit Al kohol verdünnt und filtriert. Das Filtrat wird vom Lösungsmittel befreit und der Rück stand mit etwas Äther ausgewaschen. Das fast in quantitativer Ausbeute zurückbleibende weisse Pulver ist reines Nipecotyl-ac: tetra- hydro-ss-naphtylamid.
Die Hydrierung gelingt in gleicher Weise zum Beispiel bei Anwendung von Natrium und Alkohol oder von Zink in Gegenwart einer Säure.
process for the preparation of an amide of a heterocyclic carl) onic acid. It has been found that an amide of a heterocyclic carbous acid can be obtained; by hydrogenating the nicotyl-ac-tetra-hydro-R-naphthylamide. Examples of hydrogenating agents are hydrogen in the presence of catalytically active metals or metal mixtures, alkali metals in the presence of an alcohol or metals and acids.
The nipecotyl-ac-tetrah3-dro - @ - naphthylamide is a white crystal powder with a melting point of 132 that is soluble in most organic solvents. Easily soluble, neutral salts are obtained with acids.
The new compound can either find therapeutic use itself or serve as an intermediate for the preparation of pharmaceutical compounds. <I> Example: </I> 59.1 parts of nicotyl-ac-tetrahydro - @ - naphthyl amide (obtained by melting nicotinic acid chloride and ac-tetrahydro-13-naphthylamine chlorohydrate; melting point 137-188 ") with 210 Parts of decalin and 15 parts of nickel catalyst heated to 140-150 under 20-40 atmospheres of hydrogen pressure.
After the hydrogen uptake has ended, the contents of the autoclave are diluted with alcohol and filtered. The filtrate is freed from the solvent and the residue was washed out with a little ether. The white powder that remains almost in quantitative yield is pure nipecotyl-ac: tetra-hydro-ss-naphthylamide.
The hydrogenation succeeds in the same way, for example when using sodium and alcohol or zinc in the presence of an acid.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH139805T | 1928-07-24 | ||
CH142343T | 1928-07-24 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH142343A true CH142343A (en) | 1930-09-15 |
Family
ID=25713399
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH142343D CH142343A (en) | 1928-07-24 | 1928-07-24 | Process for the preparation of an amide of a heterocyclic carboxylic acid. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH142343A (en) |
-
1928
- 1928-07-24 CH CH142343D patent/CH142343A/en unknown
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CH142343A (en) | Process for the preparation of an amide of a heterocyclic carboxylic acid. | |
CH142342A (en) | Process for the preparation of an amide of a heterocyclic carboxylic acid. | |
CH142344A (en) | Process for the preparation of an amide of a heterocyclic carboxylic acid. | |
CH142345A (en) | Process for the preparation of an amide of a heterocyclic carboxylic acid. | |
CH139805A (en) | Process for the preparation of an amide of a heterocyclic carboxylic acid. | |
DE2721766C2 (en) | ||
CH149007A (en) | Process for the preparation of a halogen-containing basic ether. | |
DE319368C (en) | Process for the preparation of paraldehyde | |
AT231431B (en) | Process for the preparation of γ-phenylpropyl-γ-butyrolactone | |
DE870260C (en) | Process for the preparation of oxymethylpyrimidines | |
DE423026C (en) | Process for the preparation of a Bz-tetrahydrooxyquinoline | |
DE1227883B (en) | Process for the production of aldehydes | |
DE709539C (en) | Process for the preparation of ª ‰ -alkyl-substituted AEthylamine derivatives | |
DE749809C (en) | Process for the production of amines | |
DE575364C (en) | Process for the production of water-soluble organic salts, in particular soaps | |
DE2604842C3 (en) | Process for the production of skatyihydantoin | |
DE888846C (en) | Process for the preparation of substituted carbamic acid esters | |
AT134561B (en) | Process for the preparation of 6-monoalkyl- or -aralkylamino-2-methylheptene- (2). | |
CH245879A (en) | Process for the preparation of a new oxyhydrophenanthrene derivative. | |
CH268088A (en) | Process for the preparation of an acylated aliphatic aminocarboxamide. | |
CH220973A (en) | Process for the preparation of a basic ester. | |
DE1081886B (en) | Process for the preparation of tetra-, penta- and hexachlorobicyclo- [2, 2, 1] -heptene- (5) -bis-hydroxymethylenes | |
CH163535A (en) | Process for the preparation of methylamino-6-methyl-2-hepten-2. | |
CH254446A (en) | Process for the preparation of a new oxyhydrophenanthrene derivative. | |
CH254448A (en) | Process for the preparation of a new oxyhydrophenanthrene derivative. |