CH159302A - Process for the preparation of a new condensation product of the anthraquinone series. - Google Patents
Process for the preparation of a new condensation product of the anthraquinone series.Info
- Publication number
- CH159302A CH159302A CH159302DA CH159302A CH 159302 A CH159302 A CH 159302A CH 159302D A CH159302D A CH 159302DA CH 159302 A CH159302 A CH 159302A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- condensation product
- anthraquinone series
- new condensation
- nitrobenzene
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 3
- 239000007859 condensation product Substances 0.000 title description 2
- 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 1
- 150000004056 anthraquinones Chemical class 0.000 title 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims description 10
- ZINRVIQBCHAZMM-UHFFFAOYSA-N 1-Amino-2,4-dibromoanthraquinone Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(Br)=CC(Br)=C2N ZINRVIQBCHAZMM-UHFFFAOYSA-N 0.000 claims description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 3
- 238000000354 decomposition reaction Methods 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical compound O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- IYXGSMUGOJNHAZ-UHFFFAOYSA-N Ethyl malonate Chemical compound CCOC(=O)CC(=O)OCC IYXGSMUGOJNHAZ-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
Landscapes
- Pyridine Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Description
Verfahren zur Darstellung eines neuen Kondensationsproduktes der Anthr achinonreihe. Das vorliegende Verfahren betrifft die Darstellung von Carbaethoxy-2,4-dibroman- thrapyridon und ist dadurch gekennzeichnet, dass man 1- Amino - 2,4- dibromanthrachinon mit Malonester in Gegenwart von Soda und Nitrobenzol erhitzt. Die neue Verbindung soll zur Darstellung von Farbstoffen Verwen dung finden.
<I>Beispiel:</I> 100 Teile 1-Amino-2,4-dibromanthrachinon, 1 Teil Soda, 100 Teile 1Vlalonester, 50 Teile Nitrobenzol werden während einer Stunde zum Sieden erhitzt. Während die Temperatur von etwa 170 C auf 2000 C ansteigt, de stilliert ein Gemisch von Alkohol und Essig ester ab und das rote Ausgangsprodukt ver wandelt sich nahezu quantitativ in das gelbe Pyridon vom F. P. 292 0 C (Zersetzung). Aus Nitrobenzol kristallisiert erhält man das Py- ridon als grosse braune Rhomboeder vom F. P. 299 0 C, bei welcher Temperatur sie sich zersetzen.
CiJH1104NBr2; Ber. Br = 33, 52 /o Gef. Br - 33,75 ,'o; 33,51%.
Process for the preparation of a new condensation product of the anthracinone series. The present process relates to the preparation of carbaethoxy-2,4-dibromanthrapyridone and is characterized in that 1-amino-2,4-dibromoanthraquinone is heated with malonic ester in the presence of soda and nitrobenzene. The new compound is intended to be used for the representation of dyes.
<I> Example: </I> 100 parts of 1-amino-2,4-dibromoanthraquinone, 1 part of soda, 100 parts of 1 vlalone ester, 50 parts of nitrobenzene are heated to the boil for one hour. While the temperature rises from about 170 ° C. to 2000 ° C., a mixture of alcohol and ethyl acetate is distilled and the red starting product is transformed almost quantitatively into the yellow pyridone from F. P. 292 ° C. (decomposition). Crystallized from nitrobenzene, the pyridone is obtained as a large brown rhombohedron of F.P. 299 ° C., at which temperature they decompose.
CiJH1104NBr2; Ber. Br = 33.52 / o found. Br - 33.75, 'o; 33.51%.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE159302X | 1930-07-18 | ||
| CH156115T | 1931-07-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH159302A true CH159302A (en) | 1932-12-31 |
Family
ID=25716685
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH159302D CH159302A (en) | 1930-07-18 | 1931-07-17 | Process for the preparation of a new condensation product of the anthraquinone series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH159302A (en) |
-
1931
- 1931-07-17 CH CH159302D patent/CH159302A/en unknown
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