CH298036A - Process for the preparation of a new anthrapyridine. - Google Patents
Process for the preparation of a new anthrapyridine.Info
- Publication number
- CH298036A CH298036A CH298036DA CH298036A CH 298036 A CH298036 A CH 298036A CH 298036D A CH298036D A CH 298036DA CH 298036 A CH298036 A CH 298036A
- Authority
- CH
- Switzerland
- Prior art keywords
- new
- anthrapyridine
- process according
- preparation
- elevated temperature
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- AWIZFKXFPHTRHN-UHFFFAOYSA-N naphtho[2,3-f]quinoline Chemical compound C1=CC=C2C3=CC4=CC=CC=C4C=C3C=CC2=N1 AWIZFKXFPHTRHN-UHFFFAOYSA-N 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims description 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
Landscapes
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines neuen Anthrapyridins. Ge--enstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines neuen Antl)rapyridins, welches darin besteht, dass man 1Mol 1 Amino-2-methyl-.l-broinanthrachi- non hei erhöhter Temperatur unter sauren Bedingungen mit 1 hlol Aeetylessigsäure- äthylester umsetzt.
Das neue Anthrapyridin soll als Zwisehen- produkt zur Herstellung von Parbstoffen Verwendung finden, Ini. nachfolgenden Beispiel. bedeuten die Teile Gewiehtsteile.
<I>Beispiel:</I> 316 Teile 1-Amino-2-methyl-l-bi-oniaiitlira- ehinon werden langsam unter Rühren in ein 130 warmes Gemisch von 1000 Teilen. Acetyl- essigsäui#eäthylester und 20 Teilen technischer Alkansulfonsäure eingetragen, wobei leieht- fliieht.igc Reaktionsprodukte durch einen whwaehen Luftstrom entfernt werden. Man rührt die Masse einige Stunden bei 135 weiter und lä.sst dann das (Temiseh abkühlen.
Das Reaktionsprodukt kristallisiert in Pris nien aus, wird abgesaugt, mit Äthylalkohol und Wasser gewaschen Lind getroeknet. Das neue Anthrapyridin besteht aus ora.naebrau- neu Prismen Lind schmilzt bei 208 bis 210 . Es enthält 19,56 % Brom (ber. 19,-18 %).
Process for the preparation of a new anthrapyridine. The subject matter of the present patent is a process for the preparation of a new anti) rapyridine, which consists in mixing 1 mol of 1 amino-2-methyl-.l-broinanthraquinone at an elevated temperature under acidic conditions with 1 ml of ethyl acetate implements.
The new anthrapyridine is to be used as an intermediate product for the manufacture of perfumes, Ini. following example. mean parts by weight.
<I> Example: </I> 316 parts of 1-amino-2-methyl-1-bi-oniaiitlira-ehinon are slowly stirred into a 130-warm mixture of 1000 parts. Acetyl acetic acid ethyl ester and 20 parts of technical alkanesulphonic acid are added, with slight reaction products being removed by a stream of air. The mixture is stirred for a few hours at 135 and then the (Temiseh) is allowed to cool.
The reaction product crystallizes in Pris nien, is suctioned off, washed with ethyl alcohol and water and dried. The new anthrapyridine consists of ora.naebrau- neu prisms and melts at 208 to 210. It contains 19.56% bromine (calc. 19, -18%).
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH295054T | 1951-07-12 | ||
| CH298036T | 1951-07-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH298036A true CH298036A (en) | 1954-04-15 |
Family
ID=25733560
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH298036D CH298036A (en) | 1951-07-12 | 1951-07-12 | Process for the preparation of a new anthrapyridine. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH298036A (en) |
-
1951
- 1951-07-12 CH CH298036D patent/CH298036A/en unknown
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