CH149902A - Process for the preparation of a derivative of 3.4.8.9-dibenzpyrene-5.10-quinone. - Google Patents
Process for the preparation of a derivative of 3.4.8.9-dibenzpyrene-5.10-quinone.Info
- Publication number
- CH149902A CH149902A CH149902DA CH149902A CH 149902 A CH149902 A CH 149902A CH 149902D A CH149902D A CH 149902DA CH 149902 A CH149902 A CH 149902A
- Authority
- CH
- Switzerland
- Prior art keywords
- dibenzpyrene
- quinone
- derivative
- preparation
- swiss
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 claims description 2
- 239000012320 chlorinating reagent Substances 0.000 claims description 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- ZYECOAILUNWEAL-NUDFZHEQSA-N (4z)-4-[[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene]-n-(3-nitrophenyl)-3-oxonaphthalene-2-carboxamide Chemical compound COC1=CC=C(C(=O)NC=2C=CC=CC=2)C=C1N\N=C(C1=CC=CC=C1C=1)/C(=O)C=1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 ZYECOAILUNWEAL-NUDFZHEQSA-N 0.000 description 1
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 125000000950 dibromo group Chemical group Br* 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 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 eines Derivates des 3.4.8.9-Dibenzpyren-6.10-cvinons. Im Hauptpatent ist ein Verfahren zur Darstellung eines Derivates des 3.4.8.9 Dibenzpyren-5.10-chinons beschrieben, bei dem 3.4.8.9-Dibenzpyren-5.10-chinon in saurem Medium in Gegenwart von Kataly satoren mit mindestens 1 Mol. eines chlo- rierend wirkenden Mittels behandelt wird.
Es wurde nun gefunden, dass man ein Deri vat des 3.4.8.9-Dibenzpyren-5.10-chi- nons von ähnlichen Eigenschaften erhalten kann, wenn man Dibrom-3.4.8.9-,dibenz- pyren-5. 10-chinon wie es erhalten werden kann, gemäss Verfahren des schweiz. Paten tes Nr. 147053 in saurem Medium in Gegen wart von Katalysatoren mit mindestens 1 Mol. eines chlorierend wirkenden Mittels behandelt.
Das erhaltene Reaktionsprodukt ist der Analyse nach ein Dibromdichlor-3.4. <B>8.</B> 9- Dibenzpyren-5 .10-chinon, das sich in kon zentrierter Schwefelsäure mit blauer Farbe löst und aus rotvioletter Küpe klare, gold- gelbe Färbungen von sehr guter Echtheit liefert.
<I>Beispiel:</I> 49 Teile des nach dem Verfahren des schweiz. Patentes Nr. 147053 erhaltenen Dibrom=3. 4 . 8. 9-dibenzpyren-5 . 10-chinons werden in 500 Teilen Chlorsulfonsäure unter Rühren gelöst. Man gibt 1,5 Teile Queck silber zu, leitet langsam einen Chlorstrom in die Lösung ein und erhöht die Temperatur auf 60 bis 65 C.
Sobald das Reaktions produkt in konzentrierter Schwefelsäure sich mit blauer Farbe löst, was der Aufnahme von 1 Mol. Chlor entspricht, lässt man er kalten und arbeitet in der üblichen Weise auf.
Process for the preparation of a derivative of 3.4.8.9-dibenzpyrene-6.10-cvinons. The main patent describes a process for the preparation of a derivative of 3.4.8.9 dibenzpyrene-5.10-quinone, in which 3.4.8.9-dibenzpyrene-5.10-quinone in an acidic medium in the presence of catalysts with at least 1 mol. Of a chlorinated agent is treated.
It has now been found that a derivative of 3.4.8.9-dibenzpyrene-5.10-quinone with similar properties can be obtained if one dibromo-3.4.8.9-, dibenzpyrene-5. 10-quinone as it can be obtained according to the Swiss procedure. Paten No. 147053 treated in an acidic medium in the presence of catalysts with at least 1 mol. Of a chlorinating agent.
The reaction product obtained is, according to the analysis, a dibromodichloro-3.4. <B> 8. </B> 9-dibenzpyrene-5.10-quinone, which dissolves in concentrated sulfuric acid with a blue color and, from a red-violet vat, gives clear, golden-yellow colorations of very good fastness.
<I> Example: </I> 49 parts of the Swiss. Patent No. 147053 obtained dibromo = 3. 4th 8. 9-dibenzpyrene-5. 10-quinones are dissolved in 500 parts of chlorosulfonic acid with stirring. 1.5 parts of mercury are added, a stream of chlorine is slowly introduced into the solution and the temperature is increased to 60 to 65 C.
As soon as the reaction product dissolves in concentrated sulfuric acid with a blue color, which corresponds to the absorption of 1 mole of chlorine, it is left cold and worked up in the usual way.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE149902X | 1928-06-30 | ||
| CH143710T | 1929-06-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH149902A true CH149902A (en) | 1931-09-30 |
Family
ID=25714342
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH149902D CH149902A (en) | 1928-06-30 | 1929-06-18 | Process for the preparation of a derivative of 3.4.8.9-dibenzpyrene-5.10-quinone. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH149902A (en) |
-
1929
- 1929-06-18 CH CH149902D patent/CH149902A/en unknown
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