DE507798C - Process for the preparation of 4-chloro-1-aminoanthraquinone-2-sulfonic acid - Google Patents

Process for the preparation of 4-chloro-1-aminoanthraquinone-2-sulfonic acid

Info

Publication number
DE507798C
DE507798C DEI32894D DEI0032894D DE507798C DE 507798 C DE507798 C DE 507798C DE I32894 D DEI32894 D DE I32894D DE I0032894 D DEI0032894 D DE I0032894D DE 507798 C DE507798 C DE 507798C
Authority
DE
Germany
Prior art keywords
sulfonic acid
aminoanthraquinone
preparation
chlorine
chloro
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
Application number
DEI32894D
Other languages
German (de)
Inventor
Dr Georg Kraenzlein
Dr Erich Kronholz
Dr Fritz Roemer
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to DEI32894D priority Critical patent/DE507798C/en
Application granted granted Critical
Publication of DE507798C publication Critical patent/DE507798C/en
Expired legal-status Critical Current

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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

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

Description

Verfahren zur Darstellung von 4-Chlor-i-aminoanthrachinon-2-sulfosäure Die für die Technik wichtige 4.-Chlori-aminoantliracliinon-2-sulfosäure war bisher noch nicht bekannt.Process for the preparation of 4-chloro-i-aminoanthraquinone-2-sulfonic acid 4.-Chlori-aminoantliracliinon-2-sulfonic acid, which is important for technology, was previously not yet known.

Es wurde nun gefunden, daß sie sich in technisch einwandfreier Weise darstellen läßt, wenn i- Aminoanthrachinon-2-sulfosäure in wäßriger Lösung oder Suspension mit Chlor oder chlorabspaltenden Mitteln unter starker Kühlung behandelt wird. Das Ergebnis dieser Reaktion war deshalb über raschend, weil bekanntlich freies Chlor im Anthrachinon stehende Aminogruppen stark angreift, so daß letztere sogar ganz eliminiert werden können. Beispiel i "Zu einer Lösung von 82 Gewichtsteilen i-Amino-a-anthrachinonsulfosäure in iioo Teilen Wasser, die mit io °/o Kochsalz fein aasgefällt wird, leitet man unter starker Kühlung Chlor ein, bis sich das Na-Salz der Aininosiure in das der Chloraminosäure ver-\j; andelt hat. Der Vorgang läßt sich inikroskopisch sehr gut verfolgen, da das Ausgangsmaterial und das Endprodukt voneinander verschiedene Kristallformen zeigen. Die Spieße des Na-Salzes wandeln sich in die viel feiner verteilten Kristä llcben der Chloraminosäure um. Beispiel e In aooo Gewichtsteile einer 5prozentigen wäßrigen Lösung der i-Aniinoantliracbinoti-2-sulfosäure, die auf o° gekühlt ist, wird in etwa 7 Stunden unter Rühren Chlor in feiner Verteilung eingeleitet. Es werden 30 l:is 35 Gewichtsteile Chlor aufgenommen. Die .:l - Chlor - i - aminoanthrachinon - 2 - sulfosäure wird mit ioprozentiger Kochsalzlösung ausgesalzen und scheidet sich als gelbrotes Krystallpulver ab.It has now been found that they work in a technically sound manner Can represent if i-aminoanthraquinone-2-sulfonic acid in aqueous solution or Suspension treated with chlorine or chlorine-releasing agents with strong cooling will. The result of this reaction was surprising because it is known to be free Chlorine in the anthraquinone strongly attacks amino groups, so that the latter even can be eliminated entirely. Example i "To a solution of 82 parts by weight i-Amino-a-anthraquinonesulphonic acid in 100 parts of water mixed with 10% table salt is finely precipitated, chlorine is passed in with strong cooling until the sodium salt is dissolved the amino acid converts into that of the chloroamino acid; andelt has. The process leaves can be followed very well microscopically, as the starting material and the end product show different crystal forms from each other. Walk the skewers of Na salt transform into the much more finely divided crystals of chloramino acid. example e In aooo parts by weight of a 5 percent aqueous solution of i-Aniinoantliracbinoti-2-sulfonic acid, which is cooled to 0 °, chlorine is finely divided in about 7 hours with stirring initiated. 30 l: 35 parts by weight of chlorine are absorbed. The.: L - chlorine - i - aminoanthraquinone - 2 - sulfonic acid is salted out with an io percent saline solution and separates as a yellow-red crystal powder.

Claims (1)

PATE NTANSi'RUCÜ: Verfahren zur Darstellung von 4.-Chlori-aminoanthrachinon-2-sulfosäure,dadtircli gekennzeichnet"daß i-Aminoanthrachinon-2-sulfosäure in wäßriger Lösung oder Suspension mit Chlor oder chlorabspaltenden Mitteln behandelt wird. PATE NTANSi'RUCÜ: Process for the preparation of 4.-Chlori-aminoanthraquinone-2-sulfonic acid, dadtircli marked "that i-aminoanthraquinone-2-sulfonic acid is treated in aqueous solution or suspension with chlorine or chlorine-releasing agents.
DEI32894D 1927-12-08 1927-12-09 Process for the preparation of 4-chloro-1-aminoanthraquinone-2-sulfonic acid Expired DE507798C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI32894D DE507798C (en) 1927-12-08 1927-12-09 Process for the preparation of 4-chloro-1-aminoanthraquinone-2-sulfonic acid

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE302171T 1927-12-08
DEI32894D DE507798C (en) 1927-12-08 1927-12-09 Process for the preparation of 4-chloro-1-aminoanthraquinone-2-sulfonic acid

Publications (1)

Publication Number Publication Date
DE507798C true DE507798C (en) 1930-09-20

Family

ID=31947424

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI32894D Expired DE507798C (en) 1927-12-08 1927-12-09 Process for the preparation of 4-chloro-1-aminoanthraquinone-2-sulfonic acid

Country Status (1)

Country Link
DE (1) DE507798C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1113692B (en) * 1957-08-06 1961-09-14 Geigy Ag J R Process for the preparation of new carbostyril derivatives

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1113692B (en) * 1957-08-06 1961-09-14 Geigy Ag J R Process for the preparation of new carbostyril derivatives

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