DE390623C - Process for the production of chloranil - Google Patents

Process for the production of chloranil

Info

Publication number
DE390623C
DE390623C DEE28058D DEE0028058D DE390623C DE 390623 C DE390623 C DE 390623C DE E28058 D DEE28058 D DE E28058D DE E0028058 D DEE0028058 D DE E0028058D DE 390623 C DE390623 C DE 390623C
Authority
DE
Germany
Prior art keywords
chloranil
production
aminophenol
sulfuryl chloride
alcohol
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
DEE28058D
Other languages
German (de)
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.)
WILHELM ELLER DR
Original Assignee
WILHELM ELLER DR
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 WILHELM ELLER DR filed Critical WILHELM ELLER DR
Priority to DEE28058D priority Critical patent/DE390623C/en
Application granted granted Critical
Publication of DE390623C publication Critical patent/DE390623C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C46/00—Preparation of quinones
    • C07C46/02—Preparation of quinones by oxidation giving rise to quinoid structures
    • C07C46/06—Preparation of quinones by oxidation giving rise to quinoid structures of at least one hydroxy group on a six-membered aromatic ring

Landscapes

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

Description

Verfahren zur Herstellung von Chloranil. Gegenstand der Erfindung ist ein Verfahren zur Herstellung von chemisch reinem Chloranil, das sich durch einfachen und glatten Reaktionsverlauf auszeichnet.Process for the production of chloranil. Subject of the invention is a process for the production of chemically pure chloranil, which is produced by simple and smooth reaction process.

Es ist bekannt, daß bei Einwirkung von Sulfurylchlorid auf p-Aminophenol ein Dichloramin, das I-OXy-2 # 3 # 5 # 6-tetrachlor-q.-dichloraminobenzol, entsteht. Es hat sich nun gezeigt, daß, während das Dicbloramin bekanntlich aug verdünntem Alkohol unverändert umkristallisiert werden kann, beim längeren Erhitzen dieser Verbindung in hochprozentigem Alkohol Chloranil in sehr reinem Zustand, insbesondere frei von Trichlorchinon und in guter Ausbeute, entsteht. Die Umsetzung wird befördert, wenn dem Alkohol Mittel zugesetzt werden, die die Löslichkeit des Chloranils erhöhen-.It is known that when p-aminophenol acts with sulfuryl chloride a dichloramine, the I-OXy-2 # 3 # 5 # 6-tetrachlor-q.-dichloraminobenzene, is formed. It has now been shown that while the dicbloramine is known to be diluted Alcohol can be recrystallized unchanged if it is heated for a long time Compound in high percentage alcohol chloranil in a very pure state, in particular free of trichloroquinone and in good yield. The implementation is promoted, when agents are added to the alcohol which increase the solubility of the chloranil.

Auf fein gepulvertes p-Aminophenol läßt man bei 6o° überschüssiges Sulfurylchlorid so lange einwirken, bis alles A@minophenol in das D.ichloramin obiger Zusammensetzung umgewandelt ist. Das überschüssige Sulfurylchlorid wird abdestilliert und die zurückbleibende trockene Reaktionsmasse in hochprozentigem Alkohol unter Zusatz von so viel Benzol, Toluol oder anderen Lösungsmitteln gelöst, als erforderlich ist, die theoretisch entstehende Chloranilmenge in der Wärme zu lösen. Die. Lösung wird etwa io Stunden unter Rückfluß erhitzt. Beim darauffolgenden Abdampfen des Lösungsmittels, das ohne nennenswerte Verluste zurückgewonnen werden kann, scheidet sich das Chloranil in reinem Zustande ab, es zeigt ohne weitere Reinigung den verlangten Schmelzpunkt von 292°.Excess is left on finely powdered p-aminophenol at 60 ° Sulfuryl chloride act until all the aminophenol in the D.ichloramine above Composition is converted. The excess sulfuryl chloride is distilled off and the remaining dry reaction mass in high proof alcohol Addition of as much benzene, toluene or other solvents dissolved as required is to dissolve the theoretically resulting amount of chloranil in the heat. The. solution is refluxed for about 10 hours. During the subsequent evaporation of the Solvent, which can be recovered without significant losses, separates the chloranil comes off in a pure state; it shows what is required without further purification Melting point of 292 °.

Das Verfahren gestattet die Gewinnung von I9 Gewichtsteilen Chloran.il aus io Gewichtsteilen Aminophenol, entsprechend einer Ausbeute von etwa 85 Prozent der Theorie.The process permits the recovery of 19 parts by weight of Chloran.il from 10 parts by weight of aminophenol, corresponding to a yield of about 85 percent the theory.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von Chloranil, dadurch gekennzeichnet, daß das bekannte Einwirkungsprodukt von Sulfurylchlorid auf p-Aminophenol längere Zeit mit hochprozentigem Alkohol, zweckmäßig in Gegenwart von Benzol, Toluol oder anderen organischen Lösungsmitteln, für Chloranil erhitzt wird. PATENT CLAIM: Process for the production of chloranil, characterized in that the known action product of sulfuryl chloride on p-aminophenol is heated for chloranil for a long time with high percentage alcohol, expediently in the presence of benzene, toluene or other organic solvents.
DEE28058D 1922-05-07 1922-05-07 Process for the production of chloranil Expired DE390623C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEE28058D DE390623C (en) 1922-05-07 1922-05-07 Process for the production of chloranil

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEE28058D DE390623C (en) 1922-05-07 1922-05-07 Process for the production of chloranil

Publications (1)

Publication Number Publication Date
DE390623C true DE390623C (en) 1924-02-21

Family

ID=7073094

Family Applications (1)

Application Number Title Priority Date Filing Date
DEE28058D Expired DE390623C (en) 1922-05-07 1922-05-07 Process for the production of chloranil

Country Status (1)

Country Link
DE (1) DE390623C (en)

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