DE516286C - Process for the preparation of 1-oxy-4-chloroanthraquinone-2-carboxylic acid - Google Patents

Process for the preparation of 1-oxy-4-chloroanthraquinone-2-carboxylic acid

Info

Publication number
DE516286C
DE516286C DEI34569D DEI0034569D DE516286C DE 516286 C DE516286 C DE 516286C DE I34569 D DEI34569 D DE I34569D DE I0034569 D DEI0034569 D DE I0034569D DE 516286 C DE516286 C DE 516286C
Authority
DE
Germany
Prior art keywords
carboxylic acid
oxy
chloroanthraquinone
preparation
oxyanthraquinone
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
DEI34569D
Other languages
German (de)
Inventor
Dr Arthur Krause
Dr Paul Nawiasky
Dr Oskar Unger
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 DEI34569D priority Critical patent/DE516286C/en
Application granted granted Critical
Publication of DE516286C publication Critical patent/DE516286C/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C66/00—Quinone carboxylic acids
    • C07C66/02—Anthraquinone carboxylic acids

Landscapes

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

Description

Verfahren zur Darstellung von 1-Oxy-4-chloranthrachinon-2-carbonsäure Es wurde gefunden, daß man durch Einwirkung von Sulfurylchlorid auf i-Oxyanthrachinon-2-carbonsäure bei Anwesenheit von Lösungs- oder Verdünnungsmitteln und zweckmäßig bei Anwesenheit von Katalysatoren i-Oxy-4-chloranthrachinon-2-carb,onsäure erhalten kann, welche ein wertvoller Ausgangsstoff für die Darstellung von Purpurin-3-carbonsäure ist.Process for the preparation of 1-oxy-4-chloroanthraquinone-2-carboxylic acid It has been found that the action of sulfuryl chloride on i-oxyanthraquinone-2-carboxylic acid in the presence of solvents or diluents and expediently in the presence from catalysts i-oxy-4-chloroanthraquinone-2-carb, onic acid can be obtained, which is a valuable starting material for the preparation of purpurine-3-carboxylic acid.

Beispiel ioo Teile i-Oxyanthrachinon-2-carbonsäure vom Fp. 251 bis 252° (erhalten z. B. durch Erhitzen von i-Chloranthrachinon-2-carbonsäure mit Calciumoxyd ,auf 185° und Zersetzen der entstandenen Calciumverbindung mit Mineralsäure) werden mit iooo Teilen Nitrobenzol bis zum völligen Lösen zum Sieden erhitzt. Darauf läßt man unter Rühren erkalten, wobei sich die Oxyanthrachinoncarbonsäure in feinen Kristallen ausscheidet, setzt 5 Teile . Jod und i 5o Teile Sulfurylchlorid zu und erwärmt etwa 3 Stunden auf 8o° und hierauf noch etwa 3 Stunden auf iio bis 12o° Nach dem Erkalten ist die 4-Chlor-i-oxyanthrachinon-2-carb,onsäure in großer Reinheit in wohlausgebildeten gelben Nadeln vom Fp. 254 bis 255° ausgeschieden. Die Verbindung kann in der üblichen Weise vom Lösungsmittel befreit werden. Sie löst sich mit gelboranger Farbe in konzentrierter Schwefelsäure; die Lösungsfarbe in Alkalien ist rot.Example 100 parts of i-oxyanthraquinone-2-carboxylic acid of melting point 251 to 252 ° (obtained e.g. by heating i-chloroanthraquinone-2-carboxylic acid with calcium oxide , to 185 ° and decomposition of the resulting calcium compound with mineral acid) heated to the boil with 1000 parts of nitrobenzene until it had completely dissolved. On it lets one cools with stirring, the oxyanthraquinone carboxylic acid in fine crystals retires, sets 5 parts. Iodine and 15o parts of sulfuryl chloride are added and the temperature is about 3 hours at 80 ° and then about 3 hours at 110 to 120 ° After cooling down is the 4-chloro-i-oxyanthraquinone-2-carb, onic acid in great purity in well-developed yellow needles of m.p. 254 to 255 ° excreted. The connection can be in the usual Way to be freed from the solvent. It dissolves in a concentrated yellow-orange color Sulfuric acid; the color of the solution in alkalis is red.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von 1-Oxy-4 - chloranthrachinon - 2 - carbonsäure, dadurch gekennzeichnet, daß man auf i-Oxyanthrachinon-2-carbo,nsäure bei Anwesenheit von Katalysatoren, insbesondere Jod, Sulfurylchlorid einwirken läßt.PATENT CLAIM: Process for the preparation of 1-oxy-4-chloranthraquinone - 2 - carboxylic acid, characterized in that i-oxyanthraquinone-2-carbonic acid is used in the presence of catalysts, especially iodine, allows sulfuryl chloride to act.
DEI34569D 1928-06-05 1928-06-05 Process for the preparation of 1-oxy-4-chloroanthraquinone-2-carboxylic acid Expired DE516286C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI34569D DE516286C (en) 1928-06-05 1928-06-05 Process for the preparation of 1-oxy-4-chloroanthraquinone-2-carboxylic acid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI34569D DE516286C (en) 1928-06-05 1928-06-05 Process for the preparation of 1-oxy-4-chloroanthraquinone-2-carboxylic acid

Publications (1)

Publication Number Publication Date
DE516286C true DE516286C (en) 1932-08-23

Family

ID=7188741

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI34569D Expired DE516286C (en) 1928-06-05 1928-06-05 Process for the preparation of 1-oxy-4-chloroanthraquinone-2-carboxylic acid

Country Status (1)

Country Link
DE (1) DE516286C (en)

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