CH191417A - Process for the preparation of 4'-oxyphenyl-2-aminochrysen. - Google Patents
Process for the preparation of 4'-oxyphenyl-2-aminochrysen.Info
- Publication number
- CH191417A CH191417A CH191417DA CH191417A CH 191417 A CH191417 A CH 191417A CH 191417D A CH191417D A CH 191417DA CH 191417 A CH191417 A CH 191417A
- Authority
- CH
- Switzerland
- Prior art keywords
- aminochrysen
- oxyphenyl
- oxy
- preparation
- parts
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 3
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000007859 condensation product Substances 0.000 description 2
- 229940101006 anhydrous sodium sulfite Drugs 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 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 von 4'-Oxyphenyl-2-aminochrysen. Gemäss dem im Hauptpatent beschriebe nen Verfahren erhält man das 4'-Oxyphenyl- 3-aminopyren, wenn man 3-Oxypyren mit 1-Oxy-4-aminobenzol in Gegenwart von Bi sulfitlauge bei Temperaturen von etwa 130 bis<B>170'</B> C kondensiert.
Das vorliegende Patent betrifft ein Ver fahren zur Herstellung 4' - Oxyphenyl - 2 - aminochrysen, welches dadurch gekennzeich net ist, dass man 2-Oxychiysen mit 1-Oxy- 4-aminobenzol in Gegenwart von Bisulfit- lauge auf Temperaturen von etwa 130 bis <B>1.70</B> " C und in Gegenwart eines erheblichen Überschusses des genannten Aminophenols erhitzt.
Beispiel: 12 Teile 2-Oxychrysen werden 40 Stun den mit 25 Teilen 1-Oxy-4-aminobenzol, 75 Vol.-Teilen Bisulfitlauge von<B>38'</B> B6 und 10 Teilen wasserfreien Natriumsulfites auf 160 bis<B>170'</B> erhitzt. Das erhaltene Konden sationsprodukt wird abgesaugt, mit heissem Wasser gewaschen und durch Umlösen aus verdünnter Natronlauge unter Zusatz von etwas Hydrosulfit gereinigt. Die neue Ver bindung lässt sich aus dieser Lösung mit Bi- sulfit fällen.
Es werden etwa 12,8 Teile = 78 % der Theorie erhalten. Das Konden- sationsprodukt zeigt keinen bestimmten Schmelzpunkt. Es oxydiert sich leicht in Gegenwart von Spuren von Alkali und dient als Zwischenprodukt für die Herstellung von Farbstoffen.
Process for the preparation of 4'-oxyphenyl-2-aminochrysen. According to the process described in the main patent, 4'-oxyphenyl-3-aminopyrene is obtained if 3-oxypyrene is mixed with 1-oxy-4-aminobenzene in the presence of bisulfite liquor at temperatures of about 130 to 170 '</ B> C condensed.
The present patent relates to a process for the production of 4 '- oxyphenyl - 2 - aminochrysen, which is characterized in that 2-oxychiyses with 1-oxy-4-aminobenzene in the presence of bisulfite liquor at temperatures of about 130 to < B> 1.70 "C and heated in the presence of a considerable excess of the aminophenol mentioned.
Example: 12 parts of 2-Oxychrysen are 40 hours with 25 parts of 1-Oxy-4-aminobenzene, 75 parts by volume of bisulfite liquor of 38 'B6 and 10 parts of anhydrous sodium sulfite for 160 to B6 170 'heated. The condensation product obtained is filtered off with suction, washed with hot water and purified by dissolving from dilute sodium hydroxide solution with the addition of a little hydrosulfite. The new compound can be precipitated from this solution with bisulfite.
About 12.8 parts = 78% of theory are obtained. The condensation product does not show a specific melting point. It is easily oxidized in the presence of traces of alkali and is used as an intermediate in the manufacture of dyes.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE191417X | 1934-11-09 | ||
| CH185670T | 1935-09-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH191417A true CH191417A (en) | 1937-06-15 |
Family
ID=25721238
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH191417D CH191417A (en) | 1934-11-09 | 1935-09-13 | Process for the preparation of 4'-oxyphenyl-2-aminochrysen. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH191417A (en) |
-
1935
- 1935-09-13 CH CH191417D patent/CH191417A/en unknown
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