CH199675A - Process for the preparation of chlorometaxylenol azophenylsulfonamide. - Google Patents
Process for the preparation of chlorometaxylenol azophenylsulfonamide.Info
- Publication number
- CH199675A CH199675A CH199675DA CH199675A CH 199675 A CH199675 A CH 199675A CH 199675D A CH199675D A CH 199675DA CH 199675 A CH199675 A CH 199675A
- Authority
- CH
- Switzerland
- Prior art keywords
- chlorometaxylenol
- preparation
- azophenylsulfonamide
- solution
- red
- Prior art date
Links
- AQZLKGKBZLRIIU-UHFFFAOYSA-N 6-chloro-1,5-dimethylcyclohexa-2,4-dien-1-ol Chemical compound CC1=CC=CC(C)(O)C1Cl AQZLKGKBZLRIIU-UHFFFAOYSA-N 0.000 title claims description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 8
- 239000000243 solution Substances 0.000 claims description 5
- 239000000843 powder Substances 0.000 claims description 3
- 239000012670 alkaline solution Substances 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000013078 crystal Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Herstellung von ühlormetaaylenolazophenylsnlfonamid. Es wurde gefunden, dass man zu einer Verbindung mit therapeutiseh interessanten baktericiden Eigenschaften gelangen kann. wenn die Diazoverbindung des 4-Aminoben- zolsulfonamids mit Chlormetaxylenol in Ge genwart verdünnter Alkalilauge kuppelt.
Die bisher unbekannte Verbindung stellt ein braunrotes Pulver dar, das in Lauge mit kräftig roter Farbe löslich ist, und,das durch ITmlösen in alkalischer Lösung und Fällen mit Säure gereinigt werden kann.
<I>Beispiel:</I> Man @diazotiert eine Lösung von 20,8 g 4 - Aminoben.zolsulfonamidohlorhydrat in 100 em@ Wasser und 15 am' konzentrierter Salzsäure mit einer Nitritlösung aus 6,9 g Natriumnitrit bei 4 C und kuppelt mit einer Lösung von 15,6g Chlormetaxylenol in über schüssiger verdünnter Natronlauge. Durch Ansäuern wird das Chlormetaxylenolazophe- nylsulfonamid als braunrotes Pulver ausge fällt.
Process for the preparation of ühlormetaaylenolazophenylsnlfonamid. It has been found that a compound with therapeutically interesting bactericidal properties can be obtained. when the diazo compound of 4-aminobenzenesulphonamide couples with chlorometaxylenol in the presence of dilute alkali.
The hitherto unknown compound is a brown-red powder that is soluble in lye with a strong red color, and that can be cleaned by dissolving IT in an alkaline solution and cases with acid.
<I> Example: </I> A solution of 20.8 g of 4 - aminoben.zolsulfonamidohlorhydrat in 100 em @ water and 15 am 'of concentrated hydrochloric acid is @diazotized with a nitrite solution of 6.9 g of sodium nitrite at 4 C and coupled with a solution of 15.6 g of chlorometaxylenol in excess dilute sodium hydroxide solution. Acidification causes the chlorometaxylenolazophenylsulfonamide to precipitate as a brown-red powder.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH199675T | 1937-04-15 | ||
| CH190547T | 1937-04-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH199675A true CH199675A (en) | 1938-08-31 |
Family
ID=25722004
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH199675D CH199675A (en) | 1937-04-15 | 1937-04-15 | Process for the preparation of chlorometaxylenol azophenylsulfonamide. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH199675A (en) |
-
1937
- 1937-04-15 CH CH199675D patent/CH199675A/en unknown
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