CH175235A - Process for the preparation of 1,3,5-di- (p-chlorophenylamino) -oxybenzene. - Google Patents
Process for the preparation of 1,3,5-di- (p-chlorophenylamino) -oxybenzene.Info
- Publication number
- CH175235A CH175235A CH175235DA CH175235A CH 175235 A CH175235 A CH 175235A CH 175235D A CH175235D A CH 175235DA CH 175235 A CH175235 A CH 175235A
- Authority
- CH
- Switzerland
- Prior art keywords
- chlorophenylamino
- oxybenzene
- preparation
- chloroaniline
- phloroglucine
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 claims description 5
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 claims description 5
- 229960001553 phloroglucinol Drugs 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 3
- JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims 2
- 235000010265 sodium sulphite Nutrition 0.000 claims 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- -1 p-chlorophenylamino Chemical group 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von 1,3,6-D1-(p-chlorphenylamino)-ogybenzol. Gegenstand des vorliegenden Zusatz patentes ist ein Verfahren zur Darstellung von 1,3,5-Di-(p-chlorphenylamino)-oxybenzol, welches dadurch gekennzeichnet ist, dass man Phloroglucin mit Natriumbisulfit und p- Chloranilin im Verhältnis von ungefähr 2 Hol p-Chloranilin auf 1 Hol Phloroglucin in wässeriger Lösung erhitzt.
Die neue Verbindung soll als Zwischen- produkt für die Herstellung von Farbstoffen Verwendung finden.
<I>Beispiel:</I> <B>162</B> Gewichtsteile Phloroglucin, 255 Ge wichtsteile p-Chloranilin und 1000 Ge wichtsteile Natriumbisulfitlösung (enthaltend 37,65o1' Natriumbisulfit) werden unter Rüh ren während 50 Stunden zum Sieden erhitzt. Das Reaktionsgemisch wird mit Wasser dampf zur Entfernung der unveränderten Base geblasen, mit Natronlauge versetzt und aufgekocht, bis das entstandene 1,3,5-Di-(p- chlorphenylamino)-oxybenzol gelöst ist, die Lösung filtriert und durch Zugabe von Mine ralsäure bis zur Neutralität das entstandene 1,3,5-Di-(p-chlorphenylamino)-ogybenzol ge fällt.
Die Verbindung kristallisiert aus Toluol in feinen Blättchen vom Schmelzpunkt 112 C (unkorrigiert).
Process for the preparation of 1,3,6-D1- (p-chlorophenylamino) -ogybenzene. The subject of the present additional patent is a process for the preparation of 1,3,5-di- (p-chlorophenylamino) -oxybenzene, which is characterized in that one phloroglucine with sodium bisulfite and p-chloroaniline in a ratio of about 2 hol p-chloroaniline heated to 1 ha of phloroglucinol in aqueous solution.
The new compound is to be used as an intermediate in the manufacture of dyes.
<I> Example: </I> <B> 162 </B> parts by weight of phloroglucine, 255 parts by weight of p-chloroaniline and 1000 parts by weight of sodium bisulfite solution (containing 37.65o1 'sodium bisulfite) are heated to boiling for 50 hours with stirring. The reaction mixture is blown with steam to remove the unchanged base, mixed with sodium hydroxide solution and boiled until the resulting 1,3,5-di- (p-chlorophenylamino) -oxybenzene is dissolved, the solution is filtered and ralsäure by adding mineral acid the 1,3,5-di- (p-chlorophenylamino) -ogybenzene formed falls to neutrality.
The compound crystallizes from toluene in fine flakes with a melting point of 112 ° C. (uncorrected).
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE175235X | 1932-09-03 | ||
| CH171037T | 1933-09-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH175235A true CH175235A (en) | 1935-02-15 |
Family
ID=25719014
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH175235D CH175235A (en) | 1932-09-03 | 1933-09-01 | Process for the preparation of 1,3,5-di- (p-chlorophenylamino) -oxybenzene. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH175235A (en) |
-
1933
- 1933-09-01 CH CH175235D patent/CH175235A/en unknown
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