CH211044A - Process for the production of a fluoranthene derivative. - Google Patents

Process for the production of a fluoranthene derivative.

Info

Publication number
CH211044A
CH211044A CH211044DA CH211044A CH 211044 A CH211044 A CH 211044A CH 211044D A CH211044D A CH 211044DA CH 211044 A CH211044 A CH 211044A
Authority
CH
Switzerland
Prior art keywords
production
fluoranthene derivative
parts
mol
amino
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 CH211044A publication Critical patent/CH211044A/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
    • 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
    • C09B1/36—Dyes with acylated amino groups
    • C09B1/40—Dyes with acylated amino groups the acyl groups being residues of an aliphatic or araliphatic carboxylic acid
    • 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

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

Description

  

  Zusatzpatent zum     Hauptpatent        Nr.   <B>208953.</B>    Verfahren zur Herstellung eines     Fluoranthenderivates.       Es wurde gefunden,     dass    ein     Fluoranthen-          derivat    hergestellt werden kann, wenn man  <B>1</B>     Mel        Dihalogenfluorauthen    mit 2 Molen       1-Amino-ä-aoetylamin#oa,nthTa;c'hino,n    umsetzt.  



  Das erhaltene Produkt ist ein     seUwarz-          rotes,    kristallines Pulver, das konzentrierte       Seliwef#Isäure        olivegrün    färbt,     bis    450<B>'</B> nicht  schmilzt und sehr schwer     verküpt.    Es stellt  ein wertvolles Zwischenprodukt zur Herstel  lung von     Küpenfarbstaffen    dar.  



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



  Die Umsetzung des,     Dihalogenfluoranthens     mit     1-Amino-ä-acetylaminoanthravhinonwird     vorteilhaft durch Erhitzen der Komponenten  in     Lösungs-    oder     Verdünnungsmitteln,    wie  z. B.     Amylalkohol,    Nitrobenzol oder Naph  thalin, und zweckmässig in Anwesenheit von  Katalysatoren sowie von     säurebindenclen          .Hitteln    durchgeführt.  



  <I>Beispiel:</I>       1,8    Teile     Dibromfluoranthen,    erhalten  durch     Bromieren    von     Fluoranthen    in Nitro-         benzol,   <B>2,8</B> Teile     1-Amino-5-9,cetyäamino,-          a,nthiaeliinon,   <B>1, 5</B> Teile     entwäooertes        Natrium-          acE#ta,t,   <B>1, 5</B> Teile wasserfreies     Natrium#earbo-          nat    und<B>0,

  15</B> Teile     Kupfer#ehlorür        wer-den    in  <B>60</B> Teilen getrocknetem     Nitrobenzol    verteilt,  und unter Rühren zum Sieden     erbitzt.    Nach       beendigter    Reaktion wird heiss filtriert, der  Rückstand mit Nitrobenzol, Benzol und     A-1-          ko,hel    gewaschen, mit verdünnter Salzsäure  ausgekocht, filtriert, gewaschen und ge  trocknet.



  Additional patent to main patent no. <B> 208953. </B> Process for the production of a fluoranthene derivative. It has been found that a fluoranthene derivative can be produced if <B> 1 </B> Mel Dihalogenfluorauthen is reacted with 2 moles of 1-amino-α-aoetylamine # oa, nthTa; c'hino, n.



  The product obtained is a black-red, crystalline powder that colors concentrated Seliwef isic acid olive green, does not melt up to 450 <B> '</B> and is very difficult to vat. It is a valuable intermediate product for the manufacture of vat colored taffes.



  The process as starting material serving Dihälogenfluo # ranthen can occur by halogenating fluoranthene to a of 2 halal atoms, z. B. in nitrobenzene are produced.



  The reaction of the, dihalofluoranthene with 1-amino-a-acetylaminoanthravhinon is advantageous 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 and acid-binding agents.



  <I> Example: </I> 1.8 parts of dibromofluoranthene, obtained by brominating fluoranthene in nitrobenzene, <B> 2.8 </B> parts of 1-amino-5-9, cetyäamino, - a, nthiaeliinon , <B> 1, 5 </B> parts of dewatered sodium acE # ta, t, <B> 1, 5 </B> parts of anhydrous sodium # earbo- nate and <B> 0,

  15 </B> parts of copper chloride are distributed in <B> 60 </B> parts of dried nitrobenzene and brought to the boil while stirring. After the reaction has ended, the mixture is filtered hot, the residue is washed with nitrobenzene, benzene and A-1-ko, hel, boiled with dilute hydrochloric acid, filtered, washed and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Fluar- antlienderivates, dadurch gekennzeichnet, dass man<B>1</B> Mol Dihalogenfluoranthen mit 2 Mo len 1-Amino-5#aoetylaminoanthraehinon um setzt. PATENT CLAIM: A process for the production of a fluoro-antiene derivative, characterized in that 1 mol of dihalofluoranthene is reacted with 2 mol of 1-amino-5-ethylaminoanthraehinone. Das erhaltene Produkt ist ein schwarz rotes, kristaIhnes Pulver, das konzentrierte Sehwefels#Lure olivegrün fär bt, 'biis 450<B>'</B> nicht ,schmilzt und sehrschwer verküpt. Es stellt ein wertvolles Zwischenprodukt zur Herstel lung von Küpenfarbstuffen dar. The product obtained is a black, red, crystalline powder that colors concentrated sulfuric lure olive green, does not 'up to 450 <B>' </B>, melts and very difficult to aggregate. It is a valuable intermediate product for the manufacture of vat color levels.
CH211044D 1937-09-14 1937-09-14 Process for the production of a fluoranthene derivative. CH211044A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH211044T 1937-09-14
CH208953T 1937-09-14

Publications (1)

Publication Number Publication Date
CH211044A true CH211044A (en) 1940-08-15

Family

ID=25724645

Family Applications (1)

Application Number Title Priority Date Filing Date
CH211044D CH211044A (en) 1937-09-14 1937-09-14 Process for the production of a fluoranthene derivative.

Country Status (1)

Country Link
CH (1) CH211044A (en)

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