CH145361A - Process for the preparation of a cyclammonium compound. - Google Patents

Process for the preparation of a cyclammonium compound.

Info

Publication number
CH145361A
CH145361A CH145361DA CH145361A CH 145361 A CH145361 A CH 145361A CH 145361D A CH145361D A CH 145361DA CH 145361 A CH145361 A CH 145361A
Authority
CH
Switzerland
Prior art keywords
compound
cyclammonium
preparation
condensation product
condensation
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 CH145361A publication Critical patent/CH145361A/en

Links

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
    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
    • C09B23/06—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups three >CH- groups, e.g. carbocyanines

Landscapes

  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)

Description

  

  Verfahren zur Herstellung einer     Cyclammoniumverbindung.       Es wurde gefunden, dass man eine       Cyclammoniumverbindung    aus dem durch       Einwirkung    von wenigstens einem     Mol    einer       Verbindung    der allgemeinen Formel  
EMI0001.0006     
    in der X einen bei der Kondensation sich ab  spaltenden einwertigen Rest bedeutet, auf  1     Mol        1,3,3-Trimethyl-2-methylenindolin        in     Gegenwart von     Essigsäureanhydrid    erhal  tenen Kondensationsprodukt herstellen kann,

    wenn     man    dieses Kondensationsprodukt mit  einem     Mol        6-Chlor-N-methyl-a-methylendi-          hydrochinolin    umsetzt und hierauf die       Cyclammoniumverbindung    mit     Alkalien    aus  scheidet.  



  Diese bildet ein dunkel gefärbtes, in  Wasser schwer lösliches Pulver, das beim Be  handeln mit einer Säure in einen     Polymethin-          farbstoff    der Formel  
EMI0001.0019     
    übergeht; dieser färbt tannierte Baumwolle  in blauen Tönen.    <I>Beispiel:</I>    242 Teile des nach dem Verfahren des  Patentes Nr.     138593    erhaltenen Kondensa  tionsproduktes in Form der     freien    Base und  191,5 Teile     6-Chlor-N-methyl-a-methylendi-          hydrochinolin    werden mit 1800 Teilen Essig  säureanhydrid unter Rühren auf 40   er  wärmt und 7 Stunden bei einer Temperatur  von 40-45   gehalten.

   Hierauf wird der  grösste Teil des     Essigsäureanhydrids    bei  schwachem Vakuum     abdestilliert,    der Rück  stand mit Wasser versetzt und die     Cyelam-          moniumverbindung    mit Alkalien gefällt.      Die     Cyclammoniumverbindung    bildet  sich auch in andern Medien, beispielsweise in  Alkohol.



  Process for the preparation of a cyclammonium compound. It has been found that a cyclammonium compound can be obtained from the by the action of at least one mole of a compound of the general formula
EMI0001.0006
    in which X is a monovalent radical which splits off during the condensation, can produce condensation product obtained on 1 mole of 1,3,3-trimethyl-2-methyleneindoline in the presence of acetic anhydride,

    if this condensation product is reacted with one mole of 6-chloro-N-methyl-a-methylenedi-hydroquinoline and then the cyclammonium compound with alkalis is eliminated.



  This forms a dark colored powder that is sparingly soluble in water, which when treated with an acid turns into a polymethine dye of the formula
EMI0001.0019
    transforms; this dyes tannic cotton in blue tones. <I> Example: </I> 242 parts of the condensation product obtained by the process of patent no. 138593 in the form of the free base and 191.5 parts of 6-chloro-N-methyl-a-methylenedihydroquinoline are 1,800 parts Acetic anhydride with stirring to 40 he warms and 7 hours at a temperature of 40-45.

   Most of the acetic anhydride is then distilled off under a weak vacuum, the residue is mixed with water and the cyelammonium compound is precipitated with alkalis. The cyclammonium compound is also formed in other media, for example in alcohol.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer Cyclam- moniumverbindung aus dem durch Einwir kung von wenigstens einem Mol einer Ver bindung der allgemeinen Formel EMI0002.0005 in der X einen bei der Kondensation sich ab spaltenden einwertigen Rest bedeutet, auf 1 Mol 1,3,3-Trimethyl-2-methylenindolin in Gegenwart von Essigsäureanhydrid erhal tenen Kondensationsprodukt, dadurch ge kennzeichnet, dass man dieses Kondensations- produkt mit einem : PATENT CLAIM: Process for the preparation of a cyclammonium compound from the by the action of at least one mole of a compound of the general formula EMI0002.0005 in which X denotes a monovalent radical which is split off during the condensation, on 1 mol of 1,3,3-trimethyl-2-methyleneindoline obtained in the presence of acetic anhydride condensation product, characterized in that this condensation product is with a: 4,1o1 G-Chlor-N-methyl-a- methylendihydrochinolin umsetzt und hier auf die Cyelammoniumverbindung mit Al kalien ausscheidet. Diese bildet ein dunkel efärbtes, in Was ser schwer lösliches Pulver,' das beim Behan deln mit einer Säure in einen Polymethin- farbstoff der Formel EMI0002.0016 übergeht; dieser färbt tannierte Baumwolle in blauen Tönen. 4,1o1 G-chloro-N-methyl-a-methylenedihydroquinoline converts and precipitates here on the cyelammonium compound with alkali. This forms a dark-colored powder that is sparingly soluble in water, which when treated with an acid turns into a polymethine dye of the formula EMI0002.0016 transforms; this dyes tannic cotton in blue tones.
CH145361D 1928-07-28 1928-07-28 Process for the preparation of a cyclammonium compound. CH145361A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH145361T 1928-07-28
CH141552T 1928-07-28

Publications (1)

Publication Number Publication Date
CH145361A true CH145361A (en) 1931-02-15

Family

ID=25713899

Family Applications (1)

Application Number Title Priority Date Filing Date
CH145361D CH145361A (en) 1928-07-28 1928-07-28 Process for the preparation of a cyclammonium compound.

Country Status (1)

Country Link
CH (1) CH145361A (en)

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