CH127448A - Process for the preparation of 1.Oxy-3. 4-benz-8. 9 (y-methyl) -benz-pyrene-5. 10-quinone. - Google Patents
Process for the preparation of 1.Oxy-3. 4-benz-8. 9 (y-methyl) -benz-pyrene-5. 10-quinone.Info
- Publication number
- CH127448A CH127448A CH127448DA CH127448A CH 127448 A CH127448 A CH 127448A CH 127448D A CH127448D A CH 127448DA CH 127448 A CH127448 A CH 127448A
- Authority
- CH
- Switzerland
- Prior art keywords
- benz
- red
- pyrene
- quinone
- oxy
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- LPNBBFKOUUSUDB-UHFFFAOYSA-N p-toluenecarboxylic acid Natural products CC1=CC=C(C(O)=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-N 0.000 claims description 3
- -1 p-toluic acid ester Chemical class 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- 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
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 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
- 239000000843 powder Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- NQUVCRCCRXRJCK-UHFFFAOYSA-N 4-methylbenzoyl chloride Chemical compound CC1=CC=C(C(Cl)=O)C=C1 NQUVCRCCRXRJCK-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Description
Verfahren zur Darstellung von 1.Ogy-3. 4-benz-8. 9 (r-xnetliyl)-benz-pyren-f;. 10-ehinon. Gegenstand dieses Zusatzpatentes ist ein Verfahren zur Darstellung von 1.Oxy-3 .4 benz-8 . 9(r - methyl)-benz-pyren- 5 . 10 - chinon, welches dadurch gekennzeichnet ist, dass man den p-Toluylsäureester des Bz-2-Oxybenzan- throns mit sauren Kondensationsmittel be handelt.
Das Endprodukt des Verfahrens be sitzt folgende Konstitution
EMI0001.0014
Beispiel: 10 Gewichtsteile p-Toluylsäureester des Bz-2-Oxybenzanthrons (dargestellt durch Er hitzen gleicher Teile p-Toluylsäurechlorid und Bz-2-Oxybenzanthron auf 160 , aus Chlor benzol gelbbraune Kristalle F. P. 212-213 , in konzentrierter Schwefelsäure braunrot mit brauner Fluoreszenz löslich) werden bei 180 in ein geschmolzenes Gemisch von 50 Teilen A1Cls und 10 Teilen Natriumchlorid einge tragen und unter Rühren eine halbe Stunde auf 220-240 erhitzt.
Nach dem Erkalten wird der Schmelzkuchen zerkleinert und mit verdünnter Salzsäure ausgekocht. Das Pro dukt ist getrocknet ein rotbraunes Pulver, das sich in konzentrierter Schwefelsäure mit rotvioletter Farbe löst. Aus der kirschroten Hydrosulfitküpe wird Baumwolle rotbraun angefärbt. Das Endprodukt soll als Farbstoff und Farbstoffzwischenprodukt Verwendung finden.
Procedure for the representation of 1.Ogy-3. 4-benz-8. 9 (r-xnetliyl) -benz-pyrene-f ;. 10-ehinon. The subject of this additional patent is a process for the preparation of 1.Oxy-3 .4 benz-8. 9 (r-methyl) -benz-pyrene-5. 10 - quinone, which is characterized in that the p-toluic acid ester of Bz-2-oxybenzanthrone is treated with an acidic condensation agent.
The end product of the process has the following constitution
EMI0001.0014
Example: 10 parts by weight of p-toluic acid ester of Bz-2-oxybenzanthrone (produced by heating equal parts of p-toluic acid chloride and Bz-2-oxybenzanthrone to 160, from chlorobenzene yellow-brown crystals FP 212-213, soluble in concentrated sulfuric acid brown-red with brown fluorescence ) are carried at 180 in a molten mixture of 50 parts of A1Cls and 10 parts of sodium chloride and heated to 220-240 for half an hour while stirring.
After cooling, the melt cake is crushed and boiled with dilute hydrochloric acid. The dried product is a red-brown powder that dissolves in concentrated sulfuric acid with a red-violet color. Cotton is dyed red-brown from the cherry-red hydrosulfite vat. The end product is intended to be used as a dye and intermediate dye product.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE127448X | 1925-12-30 | ||
| CH125722T | 1926-12-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH127448A true CH127448A (en) | 1928-09-01 |
Family
ID=25710547
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH127448D CH127448A (en) | 1925-12-30 | 1926-12-28 | Process for the preparation of 1.Oxy-3. 4-benz-8. 9 (y-methyl) -benz-pyrene-5. 10-quinone. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH127448A (en) |
-
1926
- 1926-12-28 CH CH127448D patent/CH127448A/en unknown
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