DE267212C - - Google Patents
Info
- Publication number
- DE267212C DE267212C DENDAT267212D DE267212DA DE267212C DE 267212 C DE267212 C DE 267212C DE NDAT267212 D DENDAT267212 D DE NDAT267212D DE 267212D A DE267212D A DE 267212DA DE 267212 C DE267212 C DE 267212C
- Authority
- DE
- Germany
- Prior art keywords
- anthraquinone
- aminoanthraquinone
- percent
- ammonia
- preparation
- 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.)
- Active
Links
- XOGPDSATLSAZEK-UHFFFAOYSA-N 2-Aminoanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(N)=CC=C3C(=O)C2=C1 XOGPDSATLSAZEK-UHFFFAOYSA-N 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 2
- MMNWSHJJPDXKCH-UHFFFAOYSA-N 9,10-dioxoanthracene-2-sulfonic acid Chemical compound C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 MMNWSHJJPDXKCH-UHFFFAOYSA-N 0.000 description 3
- WDIHJSXYQDMJHN-UHFFFAOYSA-L Barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- 229910001626 barium chloride Inorganic materials 0.000 description 3
- MVPPADPHJFYWMZ-UHFFFAOYSA-N Chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RZVHIXYEVGDQDX-UHFFFAOYSA-N Anthraquinone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 RZVHIXYEVGDQDX-UHFFFAOYSA-N 0.000 description 1
- ARSLNKYOPNUFFY-UHFFFAOYSA-L Barium sulfite Chemical compound [Ba+2].[O-]S([O-])=O ARSLNKYOPNUFFY-UHFFFAOYSA-L 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 159000000009 barium salts Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/24—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings
- C07C225/26—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings having amino groups bound to carbon atoms of quinone rings or of condensed ring systems containing quinone rings
- C07C225/32—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings having amino groups bound to carbon atoms of quinone rings or of condensed ring systems containing quinone rings of condensed quinone ring systems formed by at least three rings
- C07C225/34—Amino anthraquinones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
ι Es wurde gefunden, daß bei der bereits bekannten Einwirkung von Ammoniak auf Anthrachinon-2-sulfosäure zwecks Darstellung von 2-Aminoanthrachinon die Ausbeute wesentlich erhöht wird, wenn die bei der Reaktion entstehende schweflige Säure durch Zusatz von Bariumchlorid bzw. durch Anwendung des entsprechenden Bariumsalzes der Anthrachinon-2-sulfosäure in eine schwer lösliche Form übergeführt wird. ι It has been found that the yield is significantly increased by the action of ammonia already known anthraquinone-2-sulfonic acid for the purpose of preparation of 2-aminoanthraquinone, when the sulfurous acid formed in the reaction by the addition of barium chloride, or by applying the corresponding barium salt the anthraquinone-2-sulfonic acid is converted into a poorly soluble form.
4,i2 Teile fein gepulvertes anthrachinon-2-4, i2 parts finely powdered anthraquinone-2-
sulfosaures Natrium werden in eine Lösung von 2,36 Teilen kristallisiertem Bariumchlorid in • der 3,1 fachen Menge Wasser eingetragen und nach Zusatz von 20,5 Liter wäßrigem 25 prozentigem Ammoniak 48 Stunden auf 170 bis 177 ° bei einem Druck von 21 bis 22 Atmo-Sphären erhitzt. Nach dem Erkalten wird der Druckkesselinhalt abfiltriert und nacheinander mit Wasser, verdünnter Salzsäure und verdünnter Sodalösung-ausgekocht. An reinem, aus Chlorbenzol umkristallisiertem 2-Aminoanthrachinon werden auf diese Weise 2,19 Teile = 53,1 Prozent vom angewandten Natriumsalz oder 73,7 Prozent der Theorie erhalten.Sodium sulphate are dissolved in a solution of 2.36 parts of crystallized barium chloride in • 3.1 times the amount of water entered and after adding 20.5 liters of aqueous 25 percent ammonia to 170 to 48 hours 177 ° heated at a pressure of 21 to 22 atmospheres. After it has cooled down the pressure vessel contents are filtered off and successively with water, dilute hydrochloric acid and diluted soda solution-boiled. On pure 2-aminoanthraquinone recrystallized from chlorobenzene in this way 2.19 parts = 53.1 percent of the sodium salt used or 73.7 percent of theory received.
Arbeitet man unter den angegebenen Verhältnissen ohne Zusatz von Bariumchlorid, so beträgt die Ausbeute an 2-Aminoanthrachinon nicht mehr als 50 Prozent der Theorie.If one works under the given conditions without the addition of barium chloride, so the yield of 2-aminoanthraquinone is not more than 50 percent of theory.
Patbnt-Anspruch:Patbnt claim:
Verfahren zur Darstellung von 2-Aminoanthrachinon aus Anthrachinon-2-sulfosäure und Ammoniak, dadurch gekennzeichnet, daß man die bei der Reaktion entstehende schweflige Säure durch Überführung in das schwer lösliche Bariumsulfit von der weiteren Einwirkung auf das Anthrachinonmolekül ausschließt.Process for the preparation of 2-aminoanthraquinone from anthraquinone-2-sulfonic acid and ammonia, characterized in that the sulfurous acid formed in the reaction is converted into the poorly soluble barium sulfite from further action on the anthraquinone molecule excludes.
3535
4040
BERLIN. GEDRUCKT IN DER REICHSDRUCKEREI.BERLIN. PRINTED IN THE REICHSDRUCKEREI.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE267212C true DE267212C (en) |
Family
ID=524290
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT267212D Active DE267212C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE267212C (en) |
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0
- DE DENDAT267212D patent/DE267212C/de active Active
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