CH149996A - Process for the preparation of 2.2'-dichloro-1.1'-dianthraquinonyl. - Google Patents
Process for the preparation of 2.2'-dichloro-1.1'-dianthraquinonyl.Info
- Publication number
- CH149996A CH149996A CH149996DA CH149996A CH 149996 A CH149996 A CH 149996A CH 149996D A CH149996D A CH 149996DA CH 149996 A CH149996 A CH 149996A
- Authority
- CH
- Switzerland
- Prior art keywords
- dianthraquinonyl
- dichloro
- preparation
- nitrobenzene
- process according
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- 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 14
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 4
- PLUFITIFLBGFPN-UHFFFAOYSA-N 1,2-dichloroanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=C(Cl)C(Cl)=CC=C3C(=O)C2=C1 PLUFITIFLBGFPN-UHFFFAOYSA-N 0.000 claims description 2
- PLAZTCDQAHEYBI-UHFFFAOYSA-N 2-nitrotoluene Chemical compound CC1=CC=CC=C1[N+]([O-])=O PLAZTCDQAHEYBI-UHFFFAOYSA-N 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims 2
- 239000013078 crystal Substances 0.000 claims 1
- 230000001419 dependent effect Effects 0.000 claims 1
- 238000002844 melting Methods 0.000 claims 1
- 230000008018 melting Effects 0.000 claims 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- -1 for example Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von 2.2'-Dichlor-1.1'-dianthrachinonyl. Gegenstand vorliegender Erfindung ist ein Verfahren zur Darstellung des 2. T-Di- chlor-1.1'-dianthrachinonyls, dadurch ge kennzeichnet, dass man 1.2-Dichloranthra- chinon mit Kupferpulver erhitzt.
Vorteilhaft kann man in Gegenwart eines hochsiedenden inerten Lösungsmittels, wie zum Beispiel Nitrobenzol, arbeiten.
<I>Beispiel:</I> 10 Teile 1. 2 - Dichloranthrachinon und 5 Teile Kupferpulver werden zusammen mit 20 Teilen Nitrobenzol während mehreren Stunden gekocht. Dabei wird das Gemisch gut gerührt. Das Produkt wird durch Ab destillieren des Nitrobenzols im. Wasser dampfstrom isoliert. Das Kupfer entfernt man aus dem Rohprodukt durch Erwärmen desselben in 10 % iger Salpetersäure.. Die so gereinigte Substanz kann noch durch Um kristallisieren aus Nitrobenzol weiter ge reinigt werden.
Sie besitzt aus Nitrobenzol oder o-Nitrotoluol umkristallisiert eine hell- gelbe Farbe und schmilzt zwischen 340 bis <B>360'C.</B> In konzentrierter Schwefelsäure löst sie sich blassorange. Ihre Konstitution scheint der nachstehenden Formel zu entsprechen:
EMI0001.0018
Die Verbindung soll als Zwischenprodukt. in der Farbstoffindustrie Verwendung fin den.
Process for the preparation of 2.2'-dichloro-1.1'-dianthraquinonyl. The present invention relates to a process for the preparation of the 2nd T-dichloro-1,1'-dianthraquinonyl, characterized in that 1,2-dichloroanthraquinone is heated with copper powder.
It is advantageous to work in the presence of a high-boiling inert solvent, such as, for example, nitrobenzene.
<I> Example: </I> 10 parts 1. 2 - dichloroanthraquinone and 5 parts copper powder are boiled together with 20 parts nitrobenzene for several hours. The mixture is stirred well. The product is distilled from the nitrobenzene im. Water vapor flow isolated. The copper is removed from the crude product by heating it in 10% nitric acid. The purified substance can be further purified by recrystallizing it from nitrobenzene.
Recrystallized from nitrobenzene or o-nitrotoluene, it has a light yellow color and melts between 340 to 360 ° C. It dissolves pale orange in concentrated sulfuric acid. Your constitution seems to correspond to the following formula:
EMI0001.0018
The compound is said to be an intermediate. used in the dye industry.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB149996X | 1929-04-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH149996A true CH149996A (en) | 1931-10-15 |
Family
ID=10051300
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH149996D CH149996A (en) | 1929-04-16 | 1930-04-14 | Process for the preparation of 2.2'-dichloro-1.1'-dianthraquinonyl. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH149996A (en) |
-
1930
- 1930-04-14 CH CH149996D patent/CH149996A/en unknown
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