CH148989A - Process for the preparation of a derivative of the pyranthrone. - Google Patents
Process for the preparation of a derivative of the pyranthrone.Info
- Publication number
- CH148989A CH148989A CH148989DA CH148989A CH 148989 A CH148989 A CH 148989A CH 148989D A CH148989D A CH 148989DA CH 148989 A CH148989 A CH 148989A
- Authority
- CH
- Switzerland
- Prior art keywords
- pyranthrone
- derivative
- preparation
- red
- violet
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- LLBIOIRWAYBCKK-UHFFFAOYSA-N pyranthrene-8,16-dione Chemical compound C12=CC=CC=C2C(=O)C2=CC=C3C=C4C5=CC=CC=C5C(=O)C5=C4C4=C3C2=C1C=C4C=C5 LLBIOIRWAYBCKK-UHFFFAOYSA-N 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 239000000975 dye Substances 0.000 claims description 4
- 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 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- ISVRCNLIBOCDLE-UHFFFAOYSA-N pyranthrene-1,2-dione Chemical compound C1=C2C=C(C(C(=O)C=C3)=O)C3=C(C=C3C=C4)C2=C2C3=C3C4=CC4=CC=CC=C4C3=CC2=C1 ISVRCNLIBOCDLE-UHFFFAOYSA-N 0.000 claims description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- XQGDNRFLRLSUFQ-UHFFFAOYSA-N 2H-pyranthren-1-one Chemical class C1=C(C2=C3C4=C56)C=CC3=CC5=C3C=CC=CC3=CC6=CC=C4C=C2C2=C1C(=O)CC=C2 XQGDNRFLRLSUFQ-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- VRZVPALEJCLXPR-UHFFFAOYSA-N ethyl 4-methylbenzenesulfonate Chemical compound CCOS(=O)(=O)C1=CC=C(C)C=C1 VRZVPALEJCLXPR-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
Landscapes
- Cosmetics (AREA)
Description
Verfahren zur Darstellung eines Derivates des Pyranthrons. Im Hauptpatent ist ein Verfaliren zur Darstellung eines Derivates des Pyranthrons beschrieben, bei dem man das nach dem Ver fahren des Patentes Nr. 144306 erhältliche #Monooxypyranthron mit inethylierenden Mit teln behandelt.
Es wurde nun gefunden, dass man eben falls ein wertvolles Derivat des Pyranthrons erhalten kann, wenn man das nach dem Ver fahren des Patentes Nr. 144306 erhältliche M <B>2</B> onooxypyranthron mit äthylierenden Mit- teln behandelt.
Das erhaltene Produkt ist in Schwefel säure mit violetter Farbe löslich und färbt aus rotvioleiter Küpe Baumwolle in klaren rotbraunen Tönen von hervorragenden Echt heitseigenschaften.
<I>Beispiel:</I> 42 Teile Monooxypyranthron werden in der 30fachen Menge Nitrobenzol mit<B>52</B> Tei len p-Toluolsulfosäureäthylester und 45 Tei len Pottasche so lange zum Sieden erhitzt, bis die Farbstoffbildung beendet ist. Die Aufarbeitung kann entweder durch Absau gen der heissen Lösung erfolgen, wobei der Farbstoff sich nach dein Er-kalten in reiner Form aus dem Filtrat abscheidet, oder durch Absaugen nach dem Erkalten oder durch Wasserdampfdestillation.
Process for the preparation of a derivative of the pyranthrone. In the main patent, a Verfaliren for the representation of a derivative of the pyranthrone is described, in which one treats the #Monooxypyranthron obtainable after the process of patent No. 144306 with inethylating means.
It has now been found that a valuable derivative of pyranthrone can also be obtained if the M <B> 2 </B> onooxypyranthrone obtainable by the method of patent no. 144306 is treated with ethylating agents.
The product obtained is soluble in sulfuric acid with a violet color and dyes from red-violet vat cotton in clear red-brown tones with excellent authenticity properties.
<I> Example: </I> 42 parts of monooxypyranthrone are heated to boiling in 30 times the amount of nitrobenzene with <B> 52 </B> parts of p-toluenesulfonic acid ethyl ester and 45 parts of potash until the dye formation has ended. Working up can be carried out either by suctioning off the hot solution, the dye separating out in pure form from the filtrate after it has cooled, or by suctioning off after cooling or by steam distillation.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE148989X | 1928-07-28 | ||
| CH145704T | 1929-06-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH148989A true CH148989A (en) | 1931-08-15 |
Family
ID=25714735
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH148989D CH148989A (en) | 1928-07-28 | 1929-06-14 | Process for the preparation of a derivative of the pyranthrone. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH148989A (en) |
-
1929
- 1929-06-14 CH CH148989D patent/CH148989A/en unknown
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