CH145304A - Process for the preparation of trinitro-4.5.8.9-dybenzpyrene-3.10-quinone. - Google Patents
Process for the preparation of trinitro-4.5.8.9-dybenzpyrene-3.10-quinone.Info
- Publication number
- CH145304A CH145304A CH145304DA CH145304A CH 145304 A CH145304 A CH 145304A CH 145304D A CH145304D A CH 145304DA CH 145304 A CH145304 A CH 145304A
- Authority
- CH
- Switzerland
- Prior art keywords
- trinitro
- quinone
- preparation
- dybenzpyrene
- reaction
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 238000002360 preparation method Methods 0.000 title claims description 4
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 230000000802 nitrating effect Effects 0.000 claims description 3
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 229910017604 nitric acid Inorganic materials 0.000 claims description 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical group CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- PQLVXDKIJBQVDF-UHFFFAOYSA-N acetic acid;hydrate Chemical compound O.CC(O)=O PQLVXDKIJBQVDF-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000984 vat dye Substances 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 Darstellung von Trinitro-4. ö . 8. 9-dybenzpyren-3.10-eliinon. Gegenstand dieses Patentes ist ein Ver fahren zur Darstellung von Trinitro- 4.5.8.9-dibenzpyren-3.10-chinon, welches dadurch gekennzeichnet ist, dass man 4.5.8.9 - Dibenzpyren - 3.10 - chinon mit einem nitrierenden Mittel behandelt, gege benenfalls in Gegenwart eines Verdünnungs mittels und unter Erwärmen.
Beispiel: Rührt man ein Gemisch von 4. 5. 8 . 9- Dibenzpyren-3 . 10-chinon und Salpetersäure mehrere Stunden bei 20 C bis 50 C, so geht das zuerst abgeschiedene Dinitroderivat allmählich wieder in Lösung. Durch Aus fällen dieser Lösung mit Wasser oder Eis essig erhält man ein hellgelbes Nitroderivat, welches aus Nitrobenzol in gelben flachen Nadeln kristallisiert und dessen Stickstoff gehalt mit dem für ein Trinitroderivat be rechneten übereinstimmt. Konzentrierte Schwefelsäure löst dieses Trinitroderivat bei gewöhnlicher Temperatur nur langsam mit rotbrauner Farbe.
Die Verbindung kann als Ausgangsmaterial zur Herstellung von Küpenfarbstoffen Verwendung finden.
Process for the preparation of Trinitro-4. ö. 8. 9-dybenzpyrene-3.10-elinone. The subject of this patent is a process for the preparation of trinitro- 4.5.8.9-dibenzpyrene-3.10-quinone, which is characterized in that 4.5.8.9 - dibenzpyrene - 3.10 - quinone treated with a nitrating agent, if necessary in the presence of a diluent by means of and under heating.
Example: If a mixture of 4/5/8 is stirred. 9-dibenzpyrene-3. 10-quinone and nitric acid for several hours at 20 ° C to 50 ° C, the first dinitro derivative that separated out gradually goes back into solution. By precipitating this solution with water or glacial acetic acid, a pale yellow nitro derivative is obtained, which crystallizes from nitrobenzene in yellow flat needles and whose nitrogen content corresponds to that calculated for a trinitro derivative. Concentrated sulfuric acid dissolves this trinitro derivative only slowly with a red-brown color at normal temperature.
The compound can be used as a starting material for the production of vat dyes.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE145304X | 1928-03-16 | ||
| CH141545T | 1929-02-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH145304A true CH145304A (en) | 1931-02-15 |
Family
ID=25713845
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH145304D CH145304A (en) | 1928-03-16 | 1929-02-22 | Process for the preparation of trinitro-4.5.8.9-dybenzpyrene-3.10-quinone. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH145304A (en) |
-
1929
- 1929-02-22 CH CH145304D patent/CH145304A/en unknown
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