CH133692A - Process for the preparation of an o-aminodiaryl ether. - Google Patents
Process for the preparation of an o-aminodiaryl ether.Info
- Publication number
- CH133692A CH133692A CH133692DA CH133692A CH 133692 A CH133692 A CH 133692A CH 133692D A CH133692D A CH 133692DA CH 133692 A CH133692 A CH 133692A
- Authority
- CH
- Switzerland
- Prior art keywords
- ether
- aminodiaryl
- preparation
- chloro
- chlorobenzene
- Prior art date
Links
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 4
- 150000001447 alkali salts Chemical class 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims 2
- QVQSOXMXXFZAKU-UHFFFAOYSA-N 4-chloro-1,2-dinitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(Cl)C=C1[N+]([O-])=O QVQSOXMXXFZAKU-UHFFFAOYSA-N 0.000 claims 1
- 239000000975 dye Substances 0.000 claims 1
- 239000013067 intermediate product Substances 0.000 claims 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Substances ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 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 o-Aminodiaryläthers. -Vorliegende Erfindung bezieht sieh auf ein Verfahren zur Darstellung eines o- Aminodiaryläthers, dadurch gekennzeichnet, dass man ein Alkalisalz von P-Naphtol auf 4-Diiiitro-l-chlorbenzol einwirken lUt und den erhaltenen 5-Chlor-2--nitrophenyl-ss- naphthyläther reduziert.
Der so erhaltene 5-Chlor-2-aminophenyl- ss-na.phthyläther lässt sich aus Ligroin um- kristallisieren und schmilzt bei<B>108</B> bis<B>109</B> <I>Beispiel:</I> Man mischt eine Lösung von 84 Teilen fl-Kaphthylna.trium in Spiritus mit einer alkoholischen Lösung von<B>81</B> Teilen<B>3.</B> 4- 1)initro-l-chlorbenzol und erwärmt einige Zeit auf dem Wasserbad.
Man erhält so den 5-Chlor-2-nitrophenyl-ss-naphthyläther vom Schmelzpunkt<B>109</B> bis<B>110 '</B> (aus ver dünntem Aceton). Die Reduktion ergibt dann 5-Chlor-2-amiliophenyl-fl-naphthyläther.
Process for the preparation of an o-aminodiaryl ether. The present invention relates to a process for the preparation of an o-aminodiaryl ether, characterized in that an alkali salt of P-naphthol is allowed to act on 4-di-nitro-1-chlorobenzene and the 5-chloro-2-nitrophenyl-ss- naphthyl ether reduced.
The 5-chloro-2-aminophenyl-ss-na.phthylether obtained in this way can be recrystallized from ligroin and melts at <B> 108 </B> to <B> 109 </B> <I> Example: </ I> Mix a solution of 84 parts of fl-Kaphthylna.trium in spirit with an alcoholic solution of <B> 81 </B> parts <B> 3. </B> 4- 1) initro-l-chlorobenzene and heat some time on the water bath.
The 5-chloro-2-nitrophenyl-s-naphthyl ether with a melting point of <B> 109 </B> to <B> 110 '(from dilute acetone) is obtained in this way. The reduction then gives 5-chloro-2-amiliophenyl-fl-naphthyl ether.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE133692X | 1926-12-24 | ||
| CH132914T | 1927-12-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH133692A true CH133692A (en) | 1929-06-15 |
Family
ID=25711947
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH133692D CH133692A (en) | 1926-12-24 | 1927-12-19 | Process for the preparation of an o-aminodiaryl ether. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH133692A (en) |
-
1927
- 1927-12-19 CH CH133692D patent/CH133692A/en unknown
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