CH220929A - Process for the preparation of a reactive chlorine-containing isatin compound. - Google Patents

Process for the preparation of a reactive chlorine-containing isatin compound.

Info

Publication number
CH220929A
CH220929A CH220929DA CH220929A CH 220929 A CH220929 A CH 220929A CH 220929D A CH220929D A CH 220929DA CH 220929 A CH220929 A CH 220929A
Authority
CH
Switzerland
Prior art keywords
preparation
reactive chlorine
isatin compound
containing isatin
compound
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
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
Publication of CH220929A publication Critical patent/CH220929A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/32—Oxygen atoms
    • C07D209/36—Oxygen atoms in position 3, e.g. adrenochrome

Landscapes

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

Description

  

      Verfahren    zur Herstellung     einer        reaktionsfähiges    Chlor enthaltenden     Isatinverbindung.       Gegenstand     dieses        Patentes    ist     ein    Ver  fahren zur Herstellung einer reaktionsfähiges  Chlor enthaltenden, als     Zwischenprodukt    ver  wendbaren     Isatinverbindung,    die wahrschein  lich folgende Konstitution besitzt:

    
EMI0001.0010     
    Das Verfahren ist dadurch     gekennzeichnet,     dass man auf     5,7-Dichlorisatin    in     Gegenwart     von     Chlorsulfonsäure        Chlorwasserstoffsäure     einwirken lässt. Man kann die Chlorwasser  stoffsäure als Gas einleiten oder ein Salz zu  fügen, das mit     Chlorsulfonsäure    Chlorwasser  stoffsäure bildet. Man kann die     C_hlorsulfon-          säure    auch durch konzentrierte Schwefel  säure     verdünnen.     



       Beispiel:          In        eine    Lösung von 100     Gewichtsteilen          5.7-Dichlorisatin        in    250     Gewichtsteilen       Schwefelsäure 66       B6    und 250 Gewichtstei  len     Chlorsulfonsäure        wird    bei<B>55-60'</B> unter  Rühren so lange     gasförmige    Salzsäure ein  geleitet, bis die anfänglich tief orangefarbige  Lösung sich aufgehellt hat     und.    eine auf Eis  gegossene     Probe    einen farblosen, .

       in    Äther  leicht löslichen     Niederschlag    liefert. Nun  wird in Eis     eingerührt,    abgesaugt und     mit     Eiswasser gewaschen. Die     Verbindung    kri  stallisiert aus Alkohol     in    farblosen Blättchen,  die bei 196   schmelzen.



      Process for the preparation of a reactive chlorine-containing isatin compound. The subject of this patent is a process for the production of a reactive chlorine-containing, ver usable as an intermediate isatin compound, which probably has the following constitution:

    
EMI0001.0010
    The process is characterized in that 5,7-dichloroisatin is allowed to act in the presence of chlorosulfonic acid hydrochloric acid. The hydrochloric acid can be introduced as a gas or a salt can be added which forms hydrochloric acid with chlorosulfonic acid. The chlorosulfonic acid can also be diluted with concentrated sulfuric acid.



       Example: In a solution of 100 parts by weight of 5,7-dichloroisatin in 250 parts by weight of sulfuric acid 66 B6 and 250 parts by weight of chlorosulfonic acid, gaseous hydrochloric acid is introduced with stirring at 55-60 'until the initially deep orange solution has lightened and. a sample poured on ice a colorless,.

       yields precipitate which is easily soluble in ether. It is then stirred into ice, filtered off with suction and washed with ice water. The compound crystallizes from alcohol in colorless flakes that melt at 196.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer reaktions fähiges Chlor enthaltenden Isatinverbindung, dadurch gekennzeichnet, dass man auf 5,7-Di- chlorisatin Chlorwasserstoffsäure in Gegen wart von Chlorsulfonsäure einwirken lässt. Die neue Verbindung kristallisiert aus Al kohol in farblosen Blättchen vom Smp. 196 . PATENT CLAIM: Process for the production of a reactive chlorine-containing isatin compound, characterized in that hydrochloric acid is allowed to act on 5,7-dichloroisatin in the presence of chlorosulfonic acid. The new compound crystallizes from alcohol in colorless flakes with a melting point of 196.
CH220929D 1938-09-17 1939-09-09 Process for the preparation of a reactive chlorine-containing isatin compound. CH220929A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE220929X 1938-09-17
CH213906T 1939-09-09

Publications (1)

Publication Number Publication Date
CH220929A true CH220929A (en) 1942-04-30

Family

ID=25725516

Family Applications (1)

Application Number Title Priority Date Filing Date
CH220929D CH220929A (en) 1938-09-17 1939-09-09 Process for the preparation of a reactive chlorine-containing isatin compound.

Country Status (1)

Country Link
CH (1) CH220929A (en)

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