DE1155786B - Process for the preparation of 1,4-diaminoanthraquinone-2-sulfonic acid or its sodium salt - Google Patents

Process for the preparation of 1,4-diaminoanthraquinone-2-sulfonic acid or its sodium salt

Info

Publication number
DE1155786B
DE1155786B DEB68569A DEB0068569A DE1155786B DE 1155786 B DE1155786 B DE 1155786B DE B68569 A DEB68569 A DE B68569A DE B0068569 A DEB0068569 A DE B0068569A DE 1155786 B DE1155786 B DE 1155786B
Authority
DE
Germany
Prior art keywords
sulfonic acid
sodium salt
diaminoanthraquinone
copper
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.)
Pending
Application number
DEB68569A
Other languages
German (de)
Inventor
Dr Karl Maier
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Priority to DEB68569A priority Critical patent/DE1155786B/en
Priority claimed from FR844048A external-priority patent/FR1273712A/en
Publication of DE1155786B publication Critical patent/DE1155786B/en
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/45—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
    • C07C309/52—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton the carbon skeleton being further substituted by doubly-bound oxygen atoms
    • C07C309/53—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton the carbon skeleton being further substituted by doubly-bound oxygen atoms the carbon skeleton containing carbon atoms of quinone rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

DEUTSCHESGERMAN

PATENTAMTPATENT OFFICE

B 68569 IVb/12qB 68569 IVb / 12q

ANMELDETAG: 27. APRIL 1960REGISTRATION DATE: APRIL 27, 1960

BEKANNTMACHCNe DER ANMELDUNG UND AUSGABE DE*ANNOUNCEMENT THE REGISTRATION AND EDITION DE *

AUSLECESCHWFTi 17. OKTOBER 1963AUSLECESCHWFTi 17 OCTOBER 1963

Gegenstand des Patents 1 142 174 ist ein Verfahren zur Herstellung von M-Diaminoanthrachinon-^-sulfonsäure oder ihrem Natriumsalz aus 1-Amino-4-bromanthrachinon-2-sulfonsäure und Ammoniak in Gegenwart von Kupfer oder Kupfersalzen, das dadurch gekennzeichnet ist, daß man 1-Amino- ^bromanthrachinon^-sulfonsäureoderderenNatriumsalz mit flüssigem Ammoniak bei ungefähr 60 bis 1000C, vorzugsweise bei 65 bis 85° C, unter einem Druck, bei dem noch flüssiges Ammoniak vorliegt, umsetzt und gegebenenfalls das Natriumsalz mit Mineralsäuren zerlegt.The subject of the patent 1 142 174 is a process for the preparation of M-diaminoanthraquinone - ^ - sulfonic acid or its sodium salt from 1-amino-4-bromoanthraquinone-2-sulfonic acid and ammonia in the presence of copper or copper salts, which is characterized in that 1-Amino- ^ bromoanthraquinone ^ -sulphonic acid or its sodium salt is reacted with liquid ammonia at about 60 to 100 0 C, preferably at 65 to 85 ° C, under a pressure at which liquid ammonia is still present, and optionally the sodium salt is decomposed with mineral acids.

Es wurde nun gefunden, daß man gleichermaßen l,4-Diaminoanthrachinon-2-sulfonsäure oder ihr Natriumsalz durch Umsetzung von l-Amino-4-bromanthrachinon-2-sulfonsäure oder deren Natriumsalz in Gegenwart von Kupfer oder Kupfersalzen, gegebenenfalls unter Mitverwendung von Alkaliacetat mit flüssigem Ammoniak bei ungefähr 60 bis 100°C, vorzugsweise bei 65 bis 85 0C, unter einem Druck, bei ao dem noch flüssiges Ammoniak vorliegt, herstellen kann, wenn man die Umsetzung an Stelle von Kupfer oder Kupfersalzen in Gegenwart von Kupferoxyd durchführt.It has now been found that l, 4-diaminoanthraquinone-2-sulfonic acid or its sodium salt can be obtained by reacting 1-amino-4-bromoanthraquinone-2-sulfonic acid or its sodium salt in the presence of copper or copper salts, optionally with the use of alkali acetate liquid ammonia at about 60 to 100 ° C, can produce at 65 to 85 0 C, under a pressure at ao the still liquid ammonia is preferably present when the reaction is performed in place of copper or copper salts in the presence of copper oxide.

Im übrigen gelten die Angaben und Maßnahmen des Hauptpatents.Otherwise, the information and measures of the main patent apply.

Die im Beispiel genannten Teile sind Gewichtsteile.The parts mentioned in the example are parts by weight.

Beispielexample

60 Teile technisches l-amino-4-bromanthrachinon-2-sulfonsaures Natrium (Säuregehalt ungefähr 85,5 %) werden nach Zugabe von 0,5 Teilen Kupferoxyd mit 100 Teilen flüssigem Ammoniak im Druckgefäß unter Rühren 8 Stunden auf 75 0C erhitzt. Nach Ablassen des überschüssigen Ammoniaks erhält man 62 Teile Rohprodukt, das 69% 1,4-Diaminoanthrachinon-2-sulfonsäure (in Salzform) enthält (= 99% der Theorie).60 parts of technical sodium l-amino-4-bromoanthraquinone-2-sulfonic acid (acid content approximately 85.5%) are heated to 75 ° C. for 8 hours with stirring after 0.5 part of copper oxide has been added with 100 parts of liquid ammonia in a pressure vessel. After the excess ammonia has been drained off, 62 parts of crude product are obtained which contain 69% 1,4-diaminoanthraquinone-2-sulfonic acid (in salt form) (= 99% of theory).

Verfahren zur HerstellungMethod of manufacture

von 1 ,4-Diaminoanthraclamon-2-sulf onsäureof 1,4-diaminoanthraclamon-2-sulfonic acid

oder ihrem Natriumsalzor their sodium salt

Zusatz zum Patent 1142174Addendum to patent 1142174

Anmelder:Applicant:

Badische Anilin- & Soda-Fabrik Aktiengesellschaft, Ludwigshafen/RheinBadische Anilin- & Soda-Fabrik Aktiengesellschaft, Ludwigshafen / Rhein

Dr. Karl Maier, Ludwigshafen/Rhein, ist als Erfinder genannt wordenDr. Karl Maier, Ludwigshafen / Rhein, has been named as the inventor

Claims (1)

PATENTANSPRUCH:PATENT CLAIM: Abänderung des Verfahrens zur Herstellung von l,4-Diaminoanthrachinon-2-sulfonsäure oder ihrem Natriumsalz durch Umsetzung von 1-Amino-4-bromanthrachinon-2-sulfonsäure oder deren Natriumsalz in Gegenwart von Kupfer oder Kupfersalzen gegebenenfalls unter Mitverwendung von Alkaliacetat mit flüssigem Ammoniak bei ungefähr 60 bis 100°C, vorzugsweise bei 65 bis 85°C, unter einem Druck, bei dem noch flüssiges Ammoniak vorliegt, nach Patent 1 142 174, dadurch gekenn zeichnet, daß man die Umsetzung an Stelle von Kupfer oder Kupfersalzen in Gegenwart von Kupferoxyd durchführt.Modification of the process for the preparation of 1,4-diaminoanthraquinone-2-sulfonic acid or its sodium salt by reacting 1-amino-4-bromoanthraquinone-2-sulfonic acid or its sodium salt in the presence of copper or copper salts, optionally with the use of alkali acetate with liquid ammonia about 60 to 100 ° C, preferably at 65 to 85 ° C, under a pressure at which liquid ammonia is still present, according to Patent 1,142,174, characterized in that the reaction is carried out in place of copper or copper salts in the presence of copper oxide performs.
DEB68569A 1960-04-27 1960-04-27 Process for the preparation of 1,4-diaminoanthraquinone-2-sulfonic acid or its sodium salt Pending DE1155786B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEB68569A DE1155786B (en) 1960-04-27 1960-04-27 Process for the preparation of 1,4-diaminoanthraquinone-2-sulfonic acid or its sodium salt

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEB68569A DE1155786B (en) 1960-04-27 1960-04-27 Process for the preparation of 1,4-diaminoanthraquinone-2-sulfonic acid or its sodium salt
FR844048A FR1273712A (en) 1960-11-16 1960-11-16 Process for the production of 1-4-diamino-anthraquinone sulfonic acid and its salts

Publications (1)

Publication Number Publication Date
DE1155786B true DE1155786B (en) 1963-10-17

Family

ID=25966356

Family Applications (1)

Application Number Title Priority Date Filing Date
DEB68569A Pending DE1155786B (en) 1960-04-27 1960-04-27 Process for the preparation of 1,4-diaminoanthraquinone-2-sulfonic acid or its sodium salt

Country Status (1)

Country Link
DE (1) DE1155786B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0034257A2 (en) * 1980-02-01 1981-08-26 Bayer Ag Process for the preparation of 1,4-diamino-2,3-dicyano-anthraquinone
US4521341A (en) * 1980-11-08 1985-06-04 Bayer Aktiengesellschaft Process for the preparation of 1,4-diamino-anthraquinone-2-sulphonic acid
US4661292A (en) * 1984-10-26 1987-04-28 Ciba-Geigy Corporation Process for the preparation of 1,4-diamino-2,3-dicyanoanthraquinone

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0034257A2 (en) * 1980-02-01 1981-08-26 Bayer Ag Process for the preparation of 1,4-diamino-2,3-dicyano-anthraquinone
EP0034257A3 (en) * 1980-02-01 1981-09-30 Bayer Ag Process for the preparation of 1,4-diamino-2,3-dicyano-anthraquinone
US4521341A (en) * 1980-11-08 1985-06-04 Bayer Aktiengesellschaft Process for the preparation of 1,4-diamino-anthraquinone-2-sulphonic acid
US4661292A (en) * 1984-10-26 1987-04-28 Ciba-Geigy Corporation Process for the preparation of 1,4-diamino-2,3-dicyanoanthraquinone

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