CH190614A - Process for the preparation of a 4-oxyfluoranthene monosulfonic acid. - Google Patents

Process for the preparation of a 4-oxyfluoranthene monosulfonic acid.

Info

Publication number
CH190614A
CH190614A CH190614DA CH190614A CH 190614 A CH190614 A CH 190614A CH 190614D A CH190614D A CH 190614DA CH 190614 A CH190614 A CH 190614A
Authority
CH
Switzerland
Prior art keywords
oxyfluoranthene
preparation
monosulfonic acid
acid
water
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH190614A publication Critical patent/CH190614A/en

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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
    • C07C309/41—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing singly-bound oxygen atoms bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/40—Ortho- or ortho- and peri-condensed systems containing four condensed rings
    • C07C2603/42—Ortho- or ortho- and peri-condensed systems containing four condensed rings containing only six-membered rings
    • C07C2603/48—Chrysenes; Hydrogenated chrysenes

Landscapes

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

Description

  

  Verfahren zur Herstellung einer     4-Oxyfluoranthenmonosulfonsäure.       Es wurde gefunden, dass eine     4-Oxyfluor-          anthenmonosulfons.äure    erhalten werden kann,  wenn     4-Oxyfluoranthen    mit sulfonierenden       Mitteln        behandelt    wird.  



  Die     4-Oxyfluoranthenmonosulfonsäure    ist  in Wasser löslich; sie bildet ein schwach  gelb     gefärbtes    kristallines     Natriumsalz,    das  sieh aus Wasser     umkristallisieren    lässt. Die       4-Oxyfluoranthenmonosulfonsäure    stellt ein       wertvolles        Zwisehenprodukt    zur Herstellung  von     Farbstoffen    dar.  



  Zweckmässig ist es, wenn die     Sulfonie-          rung    in Gegenwart organischer indifferenter  Verdünnungsmittel, wie zum Beispiel     Nitro-          benzol,    Chloroform oder     Trichlorbenzol,     durchgeführt wird.

           Beispiel:       1.3,2 Teile     4-Oxyfluoranthen    vom Schmelz  punkt 193   werden mit -144 Teilen Nitro  benzol     vermischt    und bei $ bis 10   7,2 Teile       Chlorsulfonsäure    unter Rühren     innert    1/2  Stunde     zutronfen        aPla,ssen.    Die     Temperatur       wird 3 Stunden bei 8     bis    1,0   gehalten und  hierauf 16     .Stunden    bei 1<B>1</B>8 bis 21   belassen.  



  Die     Reaktionsmasse    wird mit Eis und  Wasser     verdünnt    und das     Nitrobenzol    mit  Wasserdampf     abdestilliert.    Dabei     tritt    voll  ständige Lösung ein. Zu     Reinigung        wird    die  wässerige     Lösung    mit Tierkohle     versetzt,     heiss     abfiltriert    und das Filtrat mit Koch  salz versetzt.

   Das in sehr guter     Ausbeute    ab  geschiedene 4 -     oxyfluoranthenmono.sulfon-          sa.ure    Natrium wird filtriert,     mit    wenig  Wasser     gewaschen    und     getrocknet.  



  Process for the preparation of a 4-oxyfluoranthene monosulfonic acid. It has been found that a 4-oxyfluoroanthene monosulfonic acid can be obtained when 4-oxyfluoranthene is treated with sulfonating agents.



  The 4-oxyfluoranthene monosulfonic acid is soluble in water; it forms a pale yellow colored crystalline sodium salt, which can be recrystallized from water. The 4-oxyfluoranthene monosulfonic acid is a valuable intermediate product for the production of dyes.



  It is expedient if the sulfonation is carried out in the presence of organic inert diluents, such as, for example, nitrobenzene, chloroform or trichlorobenzene.

           Example: 1.3.2 parts of 4-oxyfluoranthene with a melting point of 193 are mixed with -144 parts of nitrobenzene and 7.2 parts of chlorosulfonic acid are added over the course of 1/2 hour with stirring. The temperature is held at 8 to 1.0 for 3 hours and then left at 1 8 to 21 for 16 hours.



  The reaction mass is diluted with ice and water and the nitrobenzene is distilled off with steam. Complete solution occurs. For cleaning, the aqueous solution is mixed with animal charcoal, filtered off while hot and the filtrate is mixed with sodium chloride.

   The 4-oxyfluoranthene monosulfonic acid sodium which separates out in very good yield is filtered off, washed with a little water and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer 4-Oxy- fluoranthenmonosuHonsäure, dadurch ge kennzeichnet, dass 4-Oxyfluoranthen mit sul fonierenden Mitteln behandelt wird. Die 4-Oxyfluoranthenmonosulfonsäure ist in Wasser löslich; sie bildet ein schwach gelbgefärbtes kristallines Natriumsalz, das sich aus Wasser umkristallisieren lässt. PATENT CLAIM: Process for the preparation of a 4-oxyfluoranthene monosuHonic acid, characterized in that 4-oxyfluoranthene is treated with sulfonating agents. The 4-oxyfluoranthene monosulfonic acid is soluble in water; it forms a pale yellow crystalline sodium salt that can be recrystallized from water. Die -l-Oxyfluoranthenmono@sulfonsäure stellt ein wertvolles Zwischenprodukt zur Herstellung von Farbstoffen dar. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass die Sulfonierung in Ge- genwart von organischen indifferenten Ver- dünnungsmitteln durchgeführt wird. The -l-oxyfluoranthene mono @ sulfonic acid is a valuable intermediate product for the production of dyes. SUBClaim: Process according to patent claim, characterized in that the sulfonation is carried out in the presence of organic inert diluents.
CH190614D 1935-12-31 1935-12-31 Process for the preparation of a 4-oxyfluoranthene monosulfonic acid. CH190614A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH190614T 1935-12-31
CH188882T 1935-12-31

Publications (1)

Publication Number Publication Date
CH190614A true CH190614A (en) 1937-04-30

Family

ID=25721681

Family Applications (1)

Application Number Title Priority Date Filing Date
CH190614D CH190614A (en) 1935-12-31 1935-12-31 Process for the preparation of a 4-oxyfluoranthene monosulfonic acid.

Country Status (1)

Country Link
CH (1) CH190614A (en)

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