CH93487A - Process for the preparation of a heterocyclic compound of the naphthalene series. - Google Patents

Process for the preparation of a heterocyclic compound of the naphthalene series.

Info

Publication number
CH93487A
CH93487A CH93487DA CH93487A CH 93487 A CH93487 A CH 93487A CH 93487D A CH93487D A CH 93487DA CH 93487 A CH93487 A CH 93487A
Authority
CH
Switzerland
Prior art keywords
preparation
heterocyclic compound
naphthalene series
dione
parts
Prior art date
Application number
Other languages
German (de)
Inventor
Staudinger Hermann Dr Prof
Original Assignee
Staudinger Hermann Dr Prof
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 Staudinger Hermann Dr Prof filed Critical Staudinger Hermann Dr Prof
Publication of CH93487A publication Critical patent/CH93487A/en

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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
    • C07D209/56—Ring systems containing three or more rings
    • C07D209/58—[b]- or [c]-condensed
    • C07D209/60—Naphtho [b] pyrroles; Hydrogenated naphtho [b] pyrroles
    • 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
    • C09B7/00—Indigoid dyes
    • C09B7/02—Bis-indole indigos

Landscapes

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

Description

  

  Verfahren zur Herstellung einer     heterocyclischen        Verbindung    der     Naphtalinreihe.       Es wurde gefunden,     da.ss    man zu einer  technisch wertvollen     heterocyclischen        -Ver-          bindung    der     Naphtalinreihe    gelangen kann,       n=enn    man auf     Aethy1-ss-naplitylamin,    gege  benenfalls in Gegenwart von     Verdünnungs-          und        Kondensationsmitteln,        Oxalylchlorid    ein  wirken lässt.

   Die so     erhaltene    neue     Verbin-          dung,    das ss-     Aetliylnaplitinclol-l    :     2-dion,    bil  det ein rotes     kristallinisches    Pulver und  schmilzt bei 174'.  



       Beispiele:     I.. 171 Teile     Aeth@-1-P-naplitylamin        -werden     in<B>635</B> Teile     Ox@ih,lchlorid        eingetragen.    Die  Mischung wird einige Zeit bei gewöhnlicher  Temperatur     durchgerührt,    hierauf langsam  bis zum Siedepunkt des     Otalylchlorids    er  wärmt     und    dieses     abdestilliert.    Das so erhal  tene rohe     ss-Aetliyln@iplitindol-1:

  2-dion        wird     aus Benzol     umgelöst.       2. 171 Teile     Aetli3Tl-ss-naplitylamin    werden  in eine Lösung.,     bestehend    aus 190,5 Teilen       Ozalylchlorid    und 570 Teilen Benzol, einge  tragen und (las Ganze einige Stunden am       Il,

  ückflusskühler        gelzoclit.    Hierauf     werden    das  Benzol     und     < las     iilierscliüssige        Oxalylchlorid          abdestilliert.    Das so     erhaltene    rohe     ss-Aethyl-          n@iplitinclol-1:2-dion        wird        aus    Benzol umge  löst.



  Process for the preparation of a heterocyclic naphthalene series compound. It has been found that a technically valuable heterocyclic compound of the naphthalene series can be obtained if oxalyl chloride is allowed to act on ethy1-ss-naplitylamine, possibly in the presence of diluents and condensing agents.

   The new compound obtained in this way, the s-ethylnaplitinclol-1: 2-dione, forms a red crystalline powder and melts at 174 °.



       Examples: I .. 171 parts of Aeth @ -1-P-naplitylamine -are entered in <B> 635 </B> parts of Ox @ ih, lchloride. The mixture is stirred for some time at ordinary temperature, then slowly heated to the boiling point of the otalyl chloride and this is distilled off. The raw ss-acetyln @ iplitindol-1 obtained in this way:

  2-dione is redissolved from benzene. 2. 171 parts of Aetli3Tl-ss-naplitylamine are in a solution., Consisting of 190.5 parts of ozalyl chloride and 570 parts of benzene, and (read the whole for a few hours on the Il,

  gelzoclit reflux cooler. The benzene and liquid oxalyl chloride are then distilled off. The crude ß-ethyl n @ iplitinclol-1: 2-dione obtained in this way is dissolved in reverse from benzene.

Claims (1)

PATENTANSPRUCH: Verfahren zur liersl;ellung einer lietero- ai-clischen Verbindung, der Na.phta.linreihe, dadurch gel,:cnnzeiclinet, dass -min auf.' Aeth@Tl- ss-na,hlitvl < imin, Oxtilylchlorid einwirken lässt. PATENT CLAIM: Process for establishing a lietero- ai-clic connection, the Na.phta.lin series, thereby gel,: cnnzeiclinet that -min on. ' Aeth @ Tl- ss-na, hlitvl <imin, Oxtilylchlorid lets act. Das so erhaltene ss-AetlixTlnalilitindol-1: 2-dion bildet ein rotes kristallinisches Prllver und schmilzt bei 174 . The β-acetyl-tinalilitindole-1: 2-dione thus obtained forms a red crystalline prllver and melts at 174.
CH93487D 1920-12-11 1920-12-11 Process for the preparation of a heterocyclic compound of the naphthalene series. CH93487A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH92688T 1920-12-11
CH93487T 1920-12-11

Publications (1)

Publication Number Publication Date
CH93487A true CH93487A (en) 1922-03-01

Family

ID=25704546

Family Applications (1)

Application Number Title Priority Date Filing Date
CH93487D CH93487A (en) 1920-12-11 1920-12-11 Process for the preparation of a heterocyclic compound of the naphthalene series.

Country Status (1)

Country Link
CH (1) CH93487A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010081625A2 (en) 2009-01-19 2010-07-22 Basf Se Organic black pigments and their preparation

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010081625A2 (en) 2009-01-19 2010-07-22 Basf Se Organic black pigments and their preparation

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