AT34407B - Process for the preparation of flavopurpurin. - Google Patents
Process for the preparation of flavopurpurin.Info
- Publication number
- AT34407B AT34407B AT34407DA AT34407B AT 34407 B AT34407 B AT 34407B AT 34407D A AT34407D A AT 34407DA AT 34407 B AT34407 B AT 34407B
- Authority
- AT
- Austria
- Prior art keywords
- flavopurpurin
- acid
- parts
- preparation
- addition
- Prior art date
Links
- QWPVOAUJFKGLQA-UHFFFAOYSA-N flavopurpurin Chemical compound OC1=CC=C2C(=O)C3=CC(O)=CC=C3C(=O)C2=C1O QWPVOAUJFKGLQA-UHFFFAOYSA-N 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000003513 alkali Substances 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- MSSUFHMGCXOVBZ-UHFFFAOYSA-N anthraquinone-2,6-disulfonic acid Chemical class OS(=O)(=O)C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 MSSUFHMGCXOVBZ-UHFFFAOYSA-N 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 239000007800 oxidant agent Substances 0.000 claims 1
- APAJFZPFBHMFQR-UHFFFAOYSA-N anthraflavic acid Chemical compound OC1=CC=C2C(=O)C3=CC(O)=CC=C3C(=O)C2=C1 APAJFZPFBHMFQR-UHFFFAOYSA-N 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- RZTIWMXQXBQJNE-UHFFFAOYSA-N isoanthraflavin Chemical compound C1=C(O)C=C2C(=O)C3=CC(O)=CC=C3C(=O)C2=C1 RZTIWMXQXBQJNE-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Inorganic materials [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Darstellung von Flavopurpurin.
Bei der jetzt allgemein üblichen Alkalischmelze der anthrachinon-2. 6-disulfosauren Salze ist die Entstehung von ganz beträchtlichen Mengen nicht färbender Anthraflavinsäure als störendes Nebenprodukt nicht zu vermeiden*). Im Gegensatz zur Isoanthraflavinsäure, welche in der Alkalischmelze leicht in Isopurpurin übergeht, galt für die Anthraflavinsäme bis jetzt der Satz, dass dieselbe selbst durch noch so energisches Schmelzen mit Alkalien und Sauerstoff abgebenden Mitteln nicht weiter verändert wird**).
Es wurde nun gefunden, dass die Sauerstoffaufnahme der Ant hraflavinsäure in der Alkalischmelze dennoch stattfindet, wenn die Schmelzen mit wesentlich konzentrierten, wässerigen Alkalilösungen und bei höheren Temperaturen, als man bis jetzt gewagt hat anzuwenden, ausgeführt werden. Man gelangt dabei überraschenderweise zu ganz reinem Flavopurpurin bei sehr guten Ausbeuten. Die nachfolgenden Beispiele erläutern das Wesen der Erfindung :
Beispiele :
1. 100 Teile Anthraflavinsäure werden unter Zusatz von 50 Teilen Salpeter in etwa
EMI1.1
unter Rühren verschmolzen.
Nach dem Umkristallisieren der unveränderten Anthranavinsäure (78 Teile) und Kalken des Filtrates nach dem Verfahren der deutschen Patentschrift Nr. 137948 wurden 12 Teile Flavopurpurin neben 7.5 Teilen unreiner beim Kalken in Filtrat gegangener Hcduktionsproduktc erhalten.
4. 100 Teile trockenes anthrachinon-2,6-disulfosaures Natron wuden mit 500 Volumteilen NatronlaugevomSiedepunkt210 unterZusatzvon24TeilenSalpeterundunterDruckbei etwa 220 verschmolzen. Nach der Aufarbeitung der Schmelze wurden 35 Teile reines Flavopurpurin neben nur 2 Teilen Anthranavinsäure erhalten.
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Process for the preparation of flavopurpurin.
In the now common alkali melt of anthraquinone-2. 6-disulfonic acid salts, the formation of quite considerable amounts of non-coloring anthraflavic acid as a disruptive by-product cannot be avoided *). In contrast to isoanthraflavic acid, which is easily converted into isopurpurine in the alkali melt, the principle that applied to the anthraflavin acids up to now was that even the most energetic melting with alkalis and oxygen-releasing agents does not change the same **).
It has now been found that the oxygen uptake of anthraflavic acid in the alkali melt still takes place if the melts are carried out with substantially concentrated, aqueous alkali solutions and at higher temperatures than has been dared to use up to now. Surprisingly, very pure flavopurpurin is obtained with very good yields. The following examples explain the essence of the invention:
Examples:
1. 100 parts of anthraflavic acid with the addition of 50 parts of saltpeter are approximately
EMI1.1
fused with stirring.
After recrystallization of the unchanged anthranavic acid (78 parts) and liming the filtrate by the process of German patent specification No. 137948, 12 parts of flavopurpurin and 7.5 parts of impure products which had gone into the filtrate during liming were obtained.
4. 100 parts of dry anthraquinone-2,6-disulfonic acid were fused with 500 parts by volume of caustic soda with a boiling point of 210 with the addition of 24 parts of nitrate and under pressure at about 220. After working up the melt, 35 parts of pure flavopurpurin were obtained in addition to only 2 parts of anthranavic acid.
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1906194955D DE194955C (en) | 1906-10-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT34407B true AT34407B (en) | 1908-09-10 |
Family
ID=5747055
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT34407D AT34407B (en) | 1906-10-26 | 1907-08-28 | Process for the preparation of flavopurpurin. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT34407B (en) |
-
1907
- 1907-08-28 AT AT34407D patent/AT34407B/en active
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