CH211046A - Process for the production of a fluoranthene derivative. - Google Patents

Process for the production of a fluoranthene derivative.

Info

Publication number
CH211046A
CH211046A CH211046DA CH211046A CH 211046 A CH211046 A CH 211046A CH 211046D A CH211046D A CH 211046DA CH 211046 A CH211046 A CH 211046A
Authority
CH
Switzerland
Prior art keywords
production
fluoranthene derivative
fluoranthene
amino
mol
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 CH211046A publication Critical patent/CH211046A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/02—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic ring being only condensed in peri position
    • C09B5/16—Benz-diazabenzanthrones, e.g. anthrapyrimidones
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups

Landscapes

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

Description

  

  <B>Zusatzpatent</B> zum     Hauptpatent    Nr. 208953.    Verfahren zur Herstellung eines     Fluoranthenderivates.       Es wurde gefunden, dass ein     Fluoranthen-          derivat    hergestellt werden kann,     wenn    man  1     Mol        Dihalogenfluoranthen    mit 2 Molen       5-Amino-1,9-anthrapyrimidin    umsetzt.  



  Das erhaltene Produkt ist ein schwarz  blaues, kristallines Pulver, das sich in kon  zentrierter Schwefelsäure mit grüner Farbe  löst, oberhalb 450' schmilzt und Baumwolle  aus brauner     Küpe    in     .baugrünen    Tönen  färbt.  



  Das dem Verfahren als Ausgangsstoff  dienende     Dihalogenfluoranthen    kann durch       Halogenieren    von     Fluoranthen        bis    zum Ein  tritt von 2 Halogenatomen, z. B. in     Nitro-          benzol,        hergestellt    werden.  



  Die Umsetzung des,     Dihaflogenfluoranthens     mit     5-Amino-1,9-anthrapy        rimidin        wird    vor  teilhaft durch Erhitzen .der Komponenten in       Lösungs-    oder     Verdünnungsmitteln,    wie z. B.       Amylalkohol,        Nitrobenzol    oder Naphthalin,  und     zweckmässig    in     Anwesenheit    von     Kata-          lysato,ren    sowie von     säurebindenden        Mitteln          durchgeführt.     



  <I>Beispiel:</I>  3,6 Teile     Dibromfluoranthen,    erhalten  durch     Bromieren    von     Fluoranthen        in.    Nitro@-         benzol,    5,0 Teile     5-Amino-1,9-anthTapyrimi-          din,    3 Teile     wasserfreies        Natriumcarbonat,     3 Teile     entwässertes        Natriumacetat    und  0,3 Teile     KupferchlorüT    werden während  40     Stunden        unter    Rühren in 84 Teilen Nitro  benzol     zum    Sieden erhitzt.

   Nun wird heiss       filtriert    und er Rückstand durch Waschen  mit Nitrobenzol, Benzol und Alkohol und  Auskochen mit     verdünnter        Salzsäure,        gerei-          nib    .



  <B> Additional patent </B> to main patent no. 208953. Process for the production of a fluoranthene derivative. It has been found that a fluoranthene derivative can be prepared if 1 mole of dihalofluoranthene is reacted with 2 moles of 5-amino-1,9-anthrapyrimidine.



  The product obtained is a black-blue, crystalline powder which dissolves in concentrated sulfuric acid with a green color, melts above 450 'and dyes cotton from a brown vat in green tones.



  The process as starting material used dihalofluoranthene can occur by halogenating fluoranthene up to a 2 halogen atoms, z. B. in nitrobenzene are produced.



  The implementation of, Dihaflogenfluoranthens with 5-amino-1,9-anthrapy rimidin is before geous by heating .the components in solvents or diluents, such as. B. amyl alcohol, nitrobenzene or naphthalene, and expediently carried out in the presence of catalysts, ren and acid-binding agents.



  <I> Example: </I> 3.6 parts of dibromofluoranthene, obtained by brominating fluoranthene in. Nitro @ - benzene, 5.0 parts of 5-amino-1,9-anthtapyrimidine, 3 parts of anhydrous sodium carbonate, 3 parts Dehydrated sodium acetate and 0.3 part of KupferchlorüT are heated to boiling in 84 parts of nitrobenzene for 40 hours while stirring.

   It is then filtered while hot and the residue is cleaned by washing with nitrobenzene, benzene and alcohol and boiling with dilute hydrochloric acid.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Fluor anthenderivates, dadurch gekennzeichnet, dass man 1 Mol Dihalogenfluoranthen mit 2 Mo len 5-Amino-1,9-anthrapyrimidin umsetzt. Das erhaltene Produkt ist ein schwarz blaues, kristallines Pulver, das sich in kon- zentrierter Schwefelsäure mit grüner Farbe löst, PATENT CLAIM: Process for the production of a fluoranthene derivative, characterized in that 1 mol of dihalofluoranthene is reacted with 2 mol of 5-amino-1,9-anthrapyrimidine. The product obtained is a black-blue, crystalline powder that dissolves in concentrated sulfuric acid with a green color, oberhalb 450' schmilzt und Baumwolle aus brauner güpe in, graugrünen Tönen färbt. above 450 'melts and dyes cotton from brown güpe in gray-green tones.
CH211046D 1937-09-14 1937-09-14 Process for the production of a fluoranthene derivative. CH211046A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH211046T 1937-09-14
CH208953T 1937-09-14

Publications (1)

Publication Number Publication Date
CH211046A true CH211046A (en) 1940-08-15

Family

ID=25724647

Family Applications (1)

Application Number Title Priority Date Filing Date
CH211046D CH211046A (en) 1937-09-14 1937-09-14 Process for the production of a fluoranthene derivative.

Country Status (1)

Country Link
CH (1) CH211046A (en)

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