CH185358A - Process for producing an azo compound. - Google Patents
Process for producing an azo compound.Info
- Publication number
- CH185358A CH185358A CH185358DA CH185358A CH 185358 A CH185358 A CH 185358A CH 185358D A CH185358D A CH 185358DA CH 185358 A CH185358 A CH 185358A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo compound
- producing
- sodium hydroxide
- hydroxide solution
- oxyquinoline
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- -1 azo compound Chemical class 0.000 title claims description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- 239000013078 crystal Substances 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 claims description 2
- 229940124530 sulfonamide Drugs 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- XZMIAZCXISFPEJ-UHFFFAOYSA-N 4-aminobenzenesulfonamide;hydrochloride Chemical compound Cl.NC1=CC=C(S(N)(=O)=O)C=C1 XZMIAZCXISFPEJ-UHFFFAOYSA-N 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 235000010288 sodium nitrite Nutrition 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 einer Azoverbindung. Das Hauptpatent betrifft ein Verfahren zur Herstellung einer Azoverbindung, die durch ihre bakterizide Wirkung ausgezeichnet ist.
Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung des 8-0xy- chinolin-azophenyl-4'-sulfonsäureamides. Das Verfahren ist dadurch gekennzeichnet, dass man die Diazoverbindung des 4-Aminobenzol- sulfonamides mit 8-Oxychinolin in Gegenwart verdünnter Alkalilauge kuppelt. Das neue Produkt ist ein dunkelbraunes Kristallpulver vom Schmelzpunkt 2340, das in verdünnter Natronlauge löslich ist.
Es soll im Hinblick auf seine bakterizide Wirkung pharmazeutische Verwendung finden. <I>Beispiel:</I> 20,8 g Hydrochlorid des 4-Aminobenzol- sulfonamides werden in 100 cm' Wasser ge löst, 15 cm' konzentrierte Salzsäure zuge geben und mit einer Lösung von 6,9 g Na triumnitrit bei etwa 5 dianotiert. Die Diazo- lösung wird mit einer Lösung von 14,5 g 8-Oxychinolin in überschüssiger verdünnter Natronlauge vermischt.
Ans der dunkelroten Lösung wird das 8-Oxychinolinazophenyl-4'- sulfonsäureamid mit Essigsäure als dunkel braunes Kristallpulver gefällt, das nach dem Umlösen aus Natronlauge und Fällen mit Essigsäure den F.2340 hat.
Process for producing an azo compound. The main patent relates to a process for the production of an azo compound which is distinguished by its bactericidal effect.
The subject of the present patent is a process for the preparation of 8-oxy-quinoline-azophenyl-4'-sulfonic acid amide. The process is characterized in that the diazo compound of 4-aminobenzene sulfonamide is coupled with 8-oxyquinoline in the presence of dilute alkali. The new product is a dark brown crystal powder with a melting point of 2340, which is soluble in dilute sodium hydroxide solution.
In view of its bactericidal effect, it is said to find pharmaceutical use. <I> Example: </I> 20.8 g of 4-aminobenzenesulfonamide hydrochloride are dissolved in 100 cm 'of water, 15 cm' of concentrated hydrochloric acid are added and a solution of 6.9 g of sodium nitrite at about 5 dianotiert. The diazo solution is mixed with a solution of 14.5 g of 8-oxyquinoline in excess dilute sodium hydroxide solution.
The 8-oxyquinolinazophenyl-4'-sulfonic acid amide is precipitated from the dark red solution with acetic acid as a dark brown crystal powder, which has the F.2340 after dissolving from sodium hydroxide solution and precipitation with acetic acid.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE185358X | 1933-11-30 | ||
| CH173540T | 1933-12-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH185358A true CH185358A (en) | 1936-07-15 |
Family
ID=25719371
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH185358D CH185358A (en) | 1933-11-30 | 1934-09-13 | Process for producing an azo compound. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH185358A (en) |
-
1934
- 1934-09-13 CH CH185358D patent/CH185358A/en unknown
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