CH307892A - Process for the preparation of a bactericidal salicylanilide. - Google Patents
Process for the preparation of a bactericidal salicylanilide.Info
- Publication number
- CH307892A CH307892A CH307892DA CH307892A CH 307892 A CH307892 A CH 307892A CH 307892D A CH307892D A CH 307892DA CH 307892 A CH307892 A CH 307892A
- Authority
- CH
- Switzerland
- Prior art keywords
- bactericidal
- chloro
- salicylanilide
- preparation
- trifluoromethyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 230000000844 anti-bacterial effect Effects 0.000 title claims description 4
- WKEDVNSFRWHDNR-UHFFFAOYSA-N salicylanilide Chemical compound OC1=CC=CC=C1C(=O)NC1=CC=CC=C1 WKEDVNSFRWHDNR-UHFFFAOYSA-N 0.000 title claims description 3
- 229950000975 salicylanilide Drugs 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 3
- ASPDJZINBYYZRU-UHFFFAOYSA-N 5-amino-2-chlorobenzotrifluoride Chemical compound NC1=CC=C(Cl)C(C(F)(F)F)=C1 ASPDJZINBYYZRU-UHFFFAOYSA-N 0.000 claims description 3
- 239000000155 melt Substances 0.000 claims description 3
- PNBKMRRXXVGPTJ-UHFFFAOYSA-N 5-chloro-2-hydroxy-4-methylbenzoic acid Chemical compound CC1=CC(O)=C(C(O)=O)C=C1Cl PNBKMRRXXVGPTJ-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 8
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines hakteriziden Salieylanilides. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines bakteriziden Salicylanilides. Das Verfahren ist dadurch gekennzeichnet, dass man 1 Mol 4-Methyl-5- chlor-salicylsäure auf 1 Mol 3-Trifluor- rnethyl-4-chlor-anilin einwirken lässt.
Die erhaltene neue Verbindung, das 4- 31ethyDa5- chlor-saldcylsäure-3'-tr ifluormethyl- 4'-chl'or-anilid, schmilzt bei 195-196 . Sie soll als Desinfektionsmittel für nicht arznei liche Zwecke Verwendung finden.
<I>Beispiel:</I> 47 Teile 4-DTethyl-5-chlor-salicylsäure und 49 Teile 3-Trifluormethyl-4-chlor-anilin wer den in 450 Teilen Chlorbenzol gelöst und ein Teil Aluminiumchlorid und 15 Teile Phos- phortrichlorid zugegeben. Diese Suspension wird so lange zum Sieden erhitzt, bis kein Chlorwasserstoff mehr entweicht, was nach ungefähr 2 - 3 Stunden der Fall ist. Die chlorbenzolische Lösung wird dann mit Was ser vermischt und mit Soda brillantalkalisch gestellt.
Das Chlorbenzol wird mit Wasser dampf abgeblasen und der Destillationsrück- stand, nach dem Abfiltrieren und Trocknen, aus Chlorbenzol umkristallisiert. Das erhal tene ,4-Methyl-5-chlor: salieylsäure-3'Etrifluor- methyl-4'-chlor-anilid, schmilzt bei 195-196 .
Process for the preparation of a bactericidal salieylanilide. The present patent relates to a process for the preparation of a bactericidal salicylanilide. The process is characterized in that 1 mol of 4-methyl-5-chlorosalicylic acid is allowed to act on 1 mol of 3-trifluoromethyl-4-chloro-aniline.
The new compound obtained, 4- 31ethyDa5-chloro-saldcylic acid-3'-trifluoromethyl-4'-chloro-anilide, melts at 195-196. It should be used as a disinfectant for non-medicinal purposes.
<I> Example: </I> 47 parts of 4-Tethyl-5-chlorosalicylic acid and 49 parts of 3-trifluoromethyl-4-chloro-aniline are dissolved in 450 parts of chlorobenzene and one part of aluminum chloride and 15 parts of phosphorus trichloride are added . This suspension is heated to boiling until no more hydrogen chloride escapes, which is the case after about 2-3 hours. The chlorobenzene solution is then mixed with water and made brilliantly alkaline with soda.
The chlorobenzene is blown off with steam and the distillation residue is recrystallized from chlorobenzene after filtering off and drying. The 4-methyl-5-chloro: salicylic acid 3'Etrifluoromethyl-4'-chloro-anilide obtained, melts at 195-196.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH304558T | 1951-12-29 | ||
| CH307892T | 1951-12-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH307892A true CH307892A (en) | 1955-06-15 |
Family
ID=25734861
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH307892D CH307892A (en) | 1951-12-29 | 1951-12-29 | Process for the preparation of a bactericidal salicylanilide. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH307892A (en) |
-
1951
- 1951-12-29 CH CH307892D patent/CH307892A/en unknown
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