CH177815A - Process for the preparation of an imidazole derivative. - Google Patents
Process for the preparation of an imidazole derivative.Info
- Publication number
- CH177815A CH177815A CH177815DA CH177815A CH 177815 A CH177815 A CH 177815A CH 177815D A CH177815D A CH 177815DA CH 177815 A CH177815 A CH 177815A
- Authority
- CH
- Switzerland
- Prior art keywords
- imidazole derivative
- preparation
- benzimidazole
- water
- ester
- Prior art date
Links
- 150000002460 imidazoles Chemical class 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 4
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 229920000297 Rayon Polymers 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 229960000541 cetyl alcohol Drugs 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 238000005187 foaming Methods 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- CJULOBLYQOIZLE-UHFFFAOYSA-N 3-hexadecyl-1h-benzimidazol-3-ium;chloride Chemical compound [Cl-].C1=CC=C2[N+](CCCCCCCCCCCCCCCC)=CNC2=C1 CJULOBLYQOIZLE-UHFFFAOYSA-N 0.000 claims 1
- 239000004014 plasticizer Substances 0.000 claims 1
- CLWAXFZCVYJLLM-UHFFFAOYSA-N 1-chlorohexadecane Chemical compound CCCCCCCCCCCCCCCCCl CLWAXFZCVYJLLM-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Herstellung eines Imidazolderivates. Es wurde gefunden, dass man ein neues Imidazolderivat erhält, wenn man Benzimid- azol mit einem Ester des Cetylalkohols be handelt. Das neue Imidazolderivat verbindet sich mit Mineralsäuren zu Salzen, zum Bei spiel mit Salzsäure zurr N.Cetyl-benzimid- azolhydrochlorid, das mit Wasser stark schäumende Lösungen gibt und ein ausge zeichnetes Weichmachungsrnittel für Viskose kunstseide darstellt.
<I>Beispiel</I> <B>183</B> Teile Benzimidazol werden mit 260 Teilen Cetylchlorid während etwa 8 Stunden bei<B>160</B> gerührt. Sobald eine Probe der Reaktionsmasse sich in angesäuertem Wasser klar löst, unterbricht man das weitere Er hitzen, wobei nach dem Erkalten das Reak- tionsprodukt als eine talgige Masse erhalten wird, die nötigenfalls durch Aufnahme in Alkohol und Entfärben mit Tierkohle völlig entfärbt werden kann.
Process for the preparation of an imidazole derivative. It has been found that a new imidazole derivative is obtained when benzimidazole is treated with an ester of cetyl alcohol. The new imidazole derivative combines with mineral acids to form salts, for example with hydrochloric acid for N.Cetyl-benzimid-azole hydrochloride, which gives strong foaming solutions with water and is an excellent softening agent for viscose rayon.
<I> Example </I> <B> 183 parts of benzimidazole are stirred with 260 parts of cetyl chloride for about 8 hours at <B> 160 </B>. As soon as a sample of the reaction mass dissolves clearly in acidified water, further heating is interrupted, whereby after cooling the reaction product is obtained as a tallowy mass which, if necessary, can be completely decolorized by being absorbed in alcohol and decolorizing with animal charcoal.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH175673T | 1933-12-15 | ||
| CH177815T | 1933-12-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH177815A true CH177815A (en) | 1935-06-15 |
Family
ID=25719717
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH177815D CH177815A (en) | 1933-12-15 | 1933-12-15 | Process for the preparation of an imidazole derivative. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH177815A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0262343A3 (en) * | 1986-08-07 | 1990-12-19 | Medice Chem.-Pharm. Fabrik Putter Gmbh & Co. Kg | N-alkylated quaternary nitrogen-containing heterocycles, process for their preparation and their use in pharmaceutical compositions |
-
1933
- 1933-12-15 CH CH177815D patent/CH177815A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0262343A3 (en) * | 1986-08-07 | 1990-12-19 | Medice Chem.-Pharm. Fabrik Putter Gmbh & Co. Kg | N-alkylated quaternary nitrogen-containing heterocycles, process for their preparation and their use in pharmaceutical compositions |
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