CH176225A - Process for the preparation of 2-chloro-2'-aminoazobenzene. - Google Patents
Process for the preparation of 2-chloro-2'-aminoazobenzene.Info
- Publication number
- CH176225A CH176225A CH176225DA CH176225A CH 176225 A CH176225 A CH 176225A CH 176225D A CH176225D A CH 176225DA CH 176225 A CH176225 A CH 176225A
- Authority
- CH
- Switzerland
- Prior art keywords
- chloro
- aminoazobenzene
- preparation
- reducing agent
- parts
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- NDYGNMUZPITMCG-UHFFFAOYSA-N 2-[(2-chlorophenyl)diazenyl]aniline Chemical compound ClC1=C(C=CC=C1)N=NC1=C(C=CC=C1)N NDYGNMUZPITMCG-UHFFFAOYSA-N 0.000 title description 3
- 238000002360 preparation method Methods 0.000 title description 3
- FLFRYFZQMSPAEH-UHFFFAOYSA-N (2-chlorophenyl)-(2-nitrophenyl)diazene Chemical compound ClC1=C(C=CC=C1)N=NC1=C(C=CC=C1)[N+](=O)[O-] FLFRYFZQMSPAEH-UHFFFAOYSA-N 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000003638 chemical reducing agent Substances 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- -1 chloro-2'-amino-azobenzene Chemical compound 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- BNOODXBBXFZASF-UHFFFAOYSA-N [Na].[S] Chemical compound [Na].[S] BNOODXBBXFZASF-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung des 2-Chlor-2'-aminoazobenzols. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung von 2-Chlor- 2'-aminoazobenzol, das dadurch gekennzeich net ist, dass man 2-Chlor-2'-nitroazobenzol mit einem Reduktionsmittel behandelt. Die neue Verbindung soll als Farbstoff und als Zwischenprodukt für die Herstellung von Farbstoffen Verwendung finden.
<I>Beispiel:</I> 190 Gewichtsteile 2-Chlor-2'-nitroazoben- zol werden in 6000 Raumteilen Alkohol ge löst. In die kochende Lösung fliesst im Verlauf einer Stunde eine Lösung von 520 Gewichtsteilen kristallisiertem Schwefel natrium in 520 Raumteile Wasser ein. Die Lösung wird mit verdünnter Salzsäure ver setzt, bis Farbenumschlag nach Rotorange erfolgt, und dann mit 10000 Raumteilen Was ser versetzt. Die Fällung wird abgesaugt; durch Umkristallisieren aus Alkohol wird .das 2-Chlor-2,-amino-azobenzol vom Schmelz punkt 113-114' C rein erhalten.
Process for the preparation of 2-chloro-2'-aminoazobenzene. The present patent is a process for the preparation of 2-chloro-2'-aminoazobenzene, which is characterized in that 2-chloro-2'-nitroazobenzene is treated with a reducing agent. The new compound is said to be used as a dye and as an intermediate for the production of dyes.
<I> Example: </I> 190 parts by weight of 2-chloro-2'-nitroazobenzene are dissolved in 6000 parts by volume of alcohol. A solution of 520 parts by weight of crystallized sodium sulfur in 520 parts by volume of water flows into the boiling solution over the course of one hour. Dilute hydrochloric acid is added to the solution until the color changes to red-orange, and then 10,000 parts by volume of water are added. The precipitate is sucked off; by recrystallization from alcohol, the 2-chloro-2-amino-azobenzene with a melting point of 113-114 ° C is obtained in pure form.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE176225X | 1933-02-01 | ||
| CH171726T | 1934-01-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH176225A true CH176225A (en) | 1935-03-31 |
Family
ID=25719107
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH176225D CH176225A (en) | 1933-02-01 | 1934-01-30 | Process for the preparation of 2-chloro-2'-aminoazobenzene. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH176225A (en) |
-
1934
- 1934-01-30 CH CH176225D patent/CH176225A/en unknown
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