CH124526A - Process for the production of a new anthraquinone derivative. - Google Patents
Process for the production of a new anthraquinone derivative.Info
- Publication number
- CH124526A CH124526A CH124526DA CH124526A CH 124526 A CH124526 A CH 124526A CH 124526D A CH124526D A CH 124526DA CH 124526 A CH124526 A CH 124526A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- anthraquinone derivative
- oxyanthraquinone
- new
- new anthraquinone
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title claims description 4
- 150000004056 anthraquinones Chemical class 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- VDGDOWDNOPBCRE-UHFFFAOYSA-N 2,2,2-trichloro-n-(hydroxymethyl)acetamide Chemical compound OCNC(=O)C(Cl)(Cl)Cl VDGDOWDNOPBCRE-UHFFFAOYSA-N 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000003518 caustics Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000013078 crystal Substances 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000013067 intermediate product Substances 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 239000004261 Ascorbyl stearate Substances 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines neuen Anthrachinonderivates. Es wurde gefunden, dass man ein neue Anthrachinonderivat erhält, wenn man Me- thyloltrichloracetamid mit 2-Oxyanthrachi- non kondensiert.
Die so erhaltene Verbindung stellt sehr wahrscheinlich das 1-Trichloracetylamino- methyl-2-oxyanthrachinon dar und bildet grünlichgelbo Kristalle, welche bei 215 schmelzen. Es ist unlöslich in Wasser, schwer löslich in Alkohol, leichter in den andern üblichen organischen Lösungsmitteln. Kaustische Alkalien lösen es mit brauner, konzentrierte Schwefelsäure mit rotbrauner Farbe auf. Das neue Produkt wird zur Her stellung von Farbstoffen und weiteren Zwi schenprodukten verwendet.
Beispiel In eine kalt bereitete: Lösung von 2 Tei len 2-Oxyanthrachinon in 30 Teilen konzen trierter Schwefelsäure. trägt man allmählich unter Wasserkühlung 1,8 Teile Methyloltri- chloraüetamid. (A. 343, @S. e305) ein und lässt dann längere Zeit stehen. Hierauf wird auf Eis ausgetragen, der gebildete Niederschlag filtriert, neutral gewaschen und zur Ent- fernung von unverändertem 2-Oxyantlira- chinon mit warmem Wasser behandelt.
Das nunmehr vom Ausgangsmaterial befreite und getrocknete Reaktionsprodukt wird alsdann mit Benzol ausgezogen, der Benzolextrakt verdampft und der Rückstand aus Eisessig umkristallisiert.
Process for the production of a new anthraquinone derivative. It has been found that a new anthraquinone derivative is obtained if methyloltrichloroacetamide is condensed with 2-oxyanthraquinone.
The compound thus obtained is very likely to be 1-trichloroacetylaminomethyl-2-oxyanthraquinone and forms greenish-yellow crystals which melt at 215. It is insoluble in water, sparingly soluble in alcohol, more easily in the other common organic solvents. Caustic alkalis dissolve it with brown, concentrated sulfuric acid with a red-brown color. The new product is used to manufacture dyes and other intermediate products.
Example In a cold prepared: solution of 2 parts of 2-oxyanthraquinone in 30 parts of concentrated sulfuric acid. 1.8 parts of methyloltrichloraüetamid are gradually carried with water cooling. (A. 343, @S. E305) and then leaves it for a long time. It is then poured onto ice, the precipitate formed is filtered off, washed neutral and treated with warm water to remove unchanged 2-oxyantlirquinone.
The reaction product, which has now been freed from the starting material and dried, is then extracted with benzene, the benzene extract is evaporated and the residue is recrystallized from glacial acetic acid.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH124526T | 1926-09-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH124526A true CH124526A (en) | 1928-02-01 |
Family
ID=4383146
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH124526D CH124526A (en) | 1926-09-23 | 1926-09-23 | Process for the production of a new anthraquinone derivative. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH124526A (en) |
-
1926
- 1926-09-23 CH CH124526D patent/CH124526A/en unknown
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