CH192501A - Process for the preparation of chlorobenzene-4-azo-3'.5'-diaminopyridine. - Google Patents
Process for the preparation of chlorobenzene-4-azo-3'.5'-diaminopyridine.Info
- Publication number
- CH192501A CH192501A CH192501DA CH192501A CH 192501 A CH192501 A CH 192501A CH 192501D A CH192501D A CH 192501DA CH 192501 A CH192501 A CH 192501A
- Authority
- CH
- Switzerland
- Prior art keywords
- diaminopyridine
- chlorobenzene
- azo
- preparation
- chlorodiazobenzene
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- JRYPELJRMROVBP-UHFFFAOYSA-N 2-chloro-5-diazocyclohexa-1,3-diene Chemical compound ClC1=CCC(=[N+]=[N-])C=C1 JRYPELJRMROVBP-UHFFFAOYSA-N 0.000 claims description 3
- 230000000844 anti-bacterial effect Effects 0.000 claims description 2
- 239000013078 crystal Substances 0.000 claims description 2
- 238000000354 decomposition reaction Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- ABYXFACYSGVHCW-UHFFFAOYSA-N pyridine-3,5-diamine Chemical compound NC1=CN=CC(N)=C1 ABYXFACYSGVHCW-UHFFFAOYSA-N 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- ZZYXNRREDYWPLN-UHFFFAOYSA-N pyridine-2,3-diamine Chemical compound NC1=CC=CN=C1N ZZYXNRREDYWPLN-UHFFFAOYSA-N 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Herstellung -von Chlorbenzol-4-azo-3'. ö'-diaminopyridin. Gegenstand vorliegenden Patentes ist die Herstellung des als inneres Desinfektions mittel therapeutisch verwendbaren, stark bactericiden Farbstoffes, Chlorbenzol-4-azo- 3' . 5'-diaminopyridin. Das Verfahren ist da durch gekennzeichnet, dass man auf 3.5 Diaminopyridin p-Chlordiazobenzol einwirken 1 ässt. <I>Beispiel:</I> 33 Teile 3,5-Diaminopyridin werden in Salzsäure gelöst und durch Zusatz von Eis gekühlt.
Zu dieser Lösung fügt man unter Rühren eine eisgekühlte salzsaure Lösung von p-Chlordiazobenzol, welche durch Diazo- tieren von 38 Teilen p-Chloranilin mit einer konzentrierten, wässrigen Lösung von 21 Tei len Natriumnitrit erhalten wurde. Nach einer halben Stunde wird alkalisch gemacht, wo bei der neue Farbstoff ausfällt. Durch Um kristallisieren aus verdünntem Methanol er hält man die Substanz als rotbraune Kristalle vom Schmelzpunkt<B>2090</B> (Zersetzung). Die Ausbeute ist quantitativ.
Process for the preparation of chlorobenzene-4-azo-3 '. δ'-diaminopyridine. The subject of the present patent is the production of the highly bactericidal dye, chlorobenzene-4-azo-3 ', which can be used therapeutically as an internal disinfectant. 5'-diaminopyridine. The process is characterized in that p-chlorodiazobenzene is allowed to act on 3.5 diaminopyridine. <I> Example: </I> 33 parts of 3,5-diaminopyridine are dissolved in hydrochloric acid and cooled by adding ice.
An ice-cold hydrochloric acid solution of p-chlorodiazobenzene, which was obtained by diazotizing 38 parts of p-chloroaniline with a concentrated aqueous solution of 21 parts of sodium nitrite, is added to this solution while stirring. After half an hour it is made alkaline, where the new dye precipitates. By recrystallizing from dilute methanol, the substance is obtained as red-brown crystals with a melting point of <B> 2090 </B> (decomposition). The yield is quantitative.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH145270T | 1929-11-08 | ||
| DE192501X | 1934-04-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH192501A true CH192501A (en) | 1937-08-15 |
Family
ID=25714668
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH192501D CH192501A (en) | 1929-11-08 | 1935-04-12 | Process for the preparation of chlorobenzene-4-azo-3'.5'-diaminopyridine. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH192501A (en) |
-
1935
- 1935-04-12 CH CH192501D patent/CH192501A/en unknown
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