DE515115C - Process for the preparation of 1,4,4-trioxy-2, 2-dianthraquinonyl-3, 1-oxide - Google Patents
Process for the preparation of 1,4,4-trioxy-2, 2-dianthraquinonyl-3, 1-oxideInfo
- Publication number
- DE515115C DE515115C DEI39454D DEI0039454D DE515115C DE 515115 C DE515115 C DE 515115C DE I39454 D DEI39454 D DE I39454D DE I0039454 D DEI0039454 D DE I0039454D DE 515115 C DE515115 C DE 515115C
- Authority
- DE
- Germany
- Prior art keywords
- trioxy
- oxide
- dianthraquinonyl
- preparation
- patent specification
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
- C09B5/2409—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position not provided for in one of the sub groups C09B5/26 - C09B5/62
- C09B5/2418—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position not provided for in one of the sub groups C09B5/26 - C09B5/62 only oxygen-containing hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von 1,4,4'-Trioxy-2,21-diantbrachinonyl-3,11-oxyd In der Patentschrift 146 223 ist als Körper B ein Stoff beschrieben, der neben einem Körper A durch Erhitzen von Chinizarin mit schwach alkalischen Salzlösungen auf TemperaturenüberiWerhaltenwurde. Diespätervon R. Scholl und Mitarbeitern (Ber. 52 [igig], S. 2254) gemachten Angaben über die Konstitution dieser Verbindung treffen nicht zu. Neue Untersuchungen, die an anderer Stelle veröffentlicht werden, haben gezeigt, daß die von Scholl für die Verbindung B ermittelte Konstitution des 1, 4, 1', 4'-Tetraoxy-2, 2'-dianthrachinonyls in Wirklichkeit dem Körper A obengenannter Patentschrift zukommt, dessen Existenz Scholl bestritten hat. Der Körper B ist in der Tat, übereinstimmend mit der Beschreibung des Patents 146 223, zwei Wasserstoffatome ärmer als der Körper A, und es liegt in ihm -, wie festgestellt wurde, das 1, 4, #4'-Trioxy-2, 2'-dian,-thrachinoiiyl-3, i'-oxyd vor.Process for the preparation of 1,4,4'-trioxy-2,21-diantbrachinonyl-3,11-oxide In the patent specification 146 223 a substance is described as body B, which in addition to a body A by heating quinizarine with weakly alkaline salt solutions at temperatures above i was maintained. This information about the constitution of this compound made later by R. Scholl and coworkers (Ber. 52 [igig], p. 2254) does not apply. New studies, which are published elsewhere, have shown that the constitution of 1, 4, 1 ', 4'-tetraoxy-2, 2'-dianthraquinonyl determined by Scholl for compound B actually belongs to body A of the above-mentioned patent specification whose existence Scholl has denied. The body B is in fact, in accordance with the description of patent 146 223, two hydrogen atoms poorer than the body A, and it resides in it - as has been established, the 1, 4, # 4'-trioxy-2, 2 '-dian, -thrachinoiiyl-3, i'-oxide before.
Es wurde nun gefunden, daß der Körper A in das vorstehende Furanderivat übergeht, wenn man ihn kurze Zeit in siedendem Nitronaphthalin erhitzt. Die Umwandlung vollzieht sich sehr glatt und liefert den Körper B direkt in größter Reinheit. Darin besteht der große Vorteil des neuen Verfahrens gegenüber dem der Patentsc#hrift 146 223, das einmal die Anwendung von Druck und ferner die Abtrennung der nebenher entstehenden Verbindur#g- A notwendig macht. An Stelle von Nitronaphthalin können mit demselben Erfolge andere ähnlich hochsiedende Nitroverbindungen. angewandt -#verd#-n.It has now been found that the body A changes into the above furan derivative if it is heated for a short time in boiling nitronaphthalene. The transformation takes place very smoothly and delivers the body B directly in the greatest purity. Therein lies the great advantage of the new process over that of the Patentsc hrift # 146223, which makes even the application of pressure, and further the separation of the resulting incidentally Verbindur # g- A necessary. Instead of nitronaphthalene, other similarly high-boiling nitro compounds can be used with the same success. applied - # verd # -n.
Beispiel 5o Gewichtsteile 1, 4, l', 4'-Tetraoxy-2, dianthrachinonyl (KörperA der Patentschrift 146223) werden in 5oo Gewichtsteile geschmolzenes Nitronaphthalin eingetragen und das Ganze zum Sieden erhitzt. Nach kurzer Zeit zeigt eine in borsäurehaltiger Schwefelsäure genommene Probe niclit mehr das Spektrum des KörpersA, sondern nur das Spektrum des Körpers B. Man läßt auf go' erkalten, verdünnt mit warinem Chlorbenzol und saugt die abgeschiedenen braunen Kristalle ab. Das so erhaltene Produkt ist in allen seinen Eigenschaften identisch mit dem KörperB der Patentschrift 146223.Example 50 parts by weight of 1,4,1 ', 4'-tetraoxy-2, dianthraquinonyl (body A of patent specification 146223) are added to 500 parts by weight of molten nitronaphthalene and the whole is heated to the boil. After a short time, a sample taken in boric acid-containing sulfuric acid no longer shows the spectrum of body A, but only the spectrum of body B. It is allowed to cool on go ', diluted with white chlorobenzene and the deposited brown crystals are suctioned off. The product thus obtained is identical in all its properties to the body B of patent specification 146223.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI39454D DE515115C (en) | 1929-10-02 | 1929-10-02 | Process for the preparation of 1,4,4-trioxy-2, 2-dianthraquinonyl-3, 1-oxide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI39454D DE515115C (en) | 1929-10-02 | 1929-10-02 | Process for the preparation of 1,4,4-trioxy-2, 2-dianthraquinonyl-3, 1-oxide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE515115C true DE515115C (en) | 1931-01-02 |
Family
ID=7190061
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEI39454D Expired DE515115C (en) | 1929-10-02 | 1929-10-02 | Process for the preparation of 1,4,4-trioxy-2, 2-dianthraquinonyl-3, 1-oxide |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE515115C (en) |
-
1929
- 1929-10-02 DE DEI39454D patent/DE515115C/en not_active Expired
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