CH144577A - Process for the preparation of a derivative of dibenzpyrenquinone. - Google Patents
Process for the preparation of a derivative of dibenzpyrenquinone.Info
- Publication number
- CH144577A CH144577A CH144577DA CH144577A CH 144577 A CH144577 A CH 144577A CH 144577D A CH144577D A CH 144577DA CH 144577 A CH144577 A CH 144577A
- Authority
- CH
- Switzerland
- Prior art keywords
- dibenzpyrenquinone
- red
- preparation
- derivative
- nitrobenzene
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims description 8
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 3
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 claims description 3
- 230000000802 nitrating effect Effects 0.000 claims description 3
- 229910017604 nitric acid Inorganic materials 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-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
- DSGNFPPUMCUMRI-UHFFFAOYSA-N N-(3,4-dioxo-5-hexacyclo[10.10.2.02,7.08,24.015,23.017,22]tetracosa-1(23),2(7),5,8,10,12(24),13,15,17,19,21-undecaenyl)benzamide Chemical compound C(C1=CC=CC=C1)(=O)NC1=CC2=C(C=3C4=C(C=C5C=CC6=CC=CC2=C6C53)C=CC=C4)C(C1=O)=O DSGNFPPUMCUMRI-UHFFFAOYSA-N 0.000 claims 1
- MGVQYGXAFMIIML-UHFFFAOYSA-N 5-nitrohexacyclo[10.10.2.02,7.08,24.015,23.017,22]tetracosa-1(23),2(7),5,8,10,12(24),13,15,17,19,21-undecaene-3,4-dione Chemical compound [N+](=O)([O-])C1=CC2=C(C=3C4=C(C=C5C=CC6=CC=CC2=C6C53)C=CC=C4)C(C1=O)=O MGVQYGXAFMIIML-UHFFFAOYSA-N 0.000 description 1
- BNOODXBBXFZASF-UHFFFAOYSA-N [Na].[S] Chemical compound [Na].[S] BNOODXBBXFZASF-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines Derivates des Dibenzpyrenchinons. Es wurde gefunden, dass man ein wert- i-olles Derivat des Dibenzpyrenchinons er halten kann, wenn man Monoaminodibenz- hyrenchinon, erhältlich durch Nitrieren von Dibenzpyrenchinon von der Formel
EMI0001.0008
in Nitrobenzol mit 96%iger Salpetersäure bei 80 bis 100 C und Reduktion des erhaltenen Nitrokörpers mit Schwefelnatriumlösung bei 90 bis<B>1.00</B> C mit Benzoylchlorid behandelt.
Der neue Körper, Monobenzoylamino- dibenzpyrenehinon, bildet kupferrote Nadeln, löst sich in konzentrierter Schwefelsäure mit violetter Farbe und liefert auf Baumwolle aus roter Küpe ausserordentlich klare, orange- rote Färbungen von ausgezeichneter Echt heit.
<I>Beispiel:</I> 35 Teile Monoaminodibenzpyrenchiiion. dargestellt durch Reduktion des Mononitro- dibenzpyrenchinons, welches durch Nitrieren von Dibenzpyrenchinon der eingangs er w a Anten Formel in Nitrobenzol mit <B>1</B> 96 /0 <B>'</B> i-er <B>'</B> Salpetersäure bei 80 bis<B>100</B> <B>C</B> erhalten wird,
mit Schwefelnatriumlösung bei 90 bis 100 C werden in 1000 Teilen Nitrobenzol suspendiert und nach Zugabe vori <B>100</B> Teilen Benzoylchlorid zum Sieden erhitzt. Hierauf lässt man erkalten und isoliert den ausgeschie denen Körper in der üblichen Weise.
Process for the preparation of a derivative of dibenzpyrenquinone. It has been found that a valuable derivative of dibenzpyrenquinone can be obtained by using monoaminodibenzyrenquinone, obtainable by nitrating dibenzpyrenquinone of the formula
EMI0001.0008
treated in nitrobenzene with 96% nitric acid at 80 to 100 C and reduction of the resulting nitro body with sodium sulphide solution at 90 to 1.00 C with benzoyl chloride.
The new substance, monobenzoylamino-dibenzpyrenehinone, forms copper-red needles, dissolves in concentrated sulfuric acid with a violet color and, on cotton from a red vat, provides extraordinarily clear, orange-red colorations of excellent fastness.
<I> Example: </I> 35 parts of monoaminodibenzpyrenchiiion. represented by the reduction of the mononitro dibenzpyrenquinone, which was obtained by nitrating dibenzpyrenquinone of the above-mentioned formula in nitrobenzene with <B> 1 </B> 96/0 <B> '</B> i-er <B>' </ B> nitric acid at 80 to <B> 100 </B> <B> C </B> is obtained,
with sodium sulfur solution at 90 to 100 ° C., the mixture is suspended in 1000 parts of nitrobenzene and, after addition, heated to boiling before 100 parts of benzoyl chloride. The body is then allowed to cool down and isolated in the usual way.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE144577X | 1928-07-26 | ||
| CH144577T | 1929-06-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH144577A true CH144577A (en) | 1931-01-15 |
Family
ID=25714485
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH144577D CH144577A (en) | 1928-07-26 | 1929-06-24 | Process for the preparation of a derivative of dibenzpyrenquinone. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH144577A (en) |
-
1929
- 1929-06-24 CH CH144577D patent/CH144577A/en unknown
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