CH145360A - Process for the preparation of a cyclammonium compound. - Google Patents

Process for the preparation of a cyclammonium compound.

Info

Publication number
CH145360A
CH145360A CH145360DA CH145360A CH 145360 A CH145360 A CH 145360A CH 145360D A CH145360D A CH 145360DA CH 145360 A CH145360 A CH 145360A
Authority
CH
Switzerland
Prior art keywords
compound
cyclammonium
hol
condensation product
preparation
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 CH145360A publication Critical patent/CH145360A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Description

  

      E,     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 sieh ab  spaltenden einwertigen Rest bedeutet, auf  <B>1</B>     Mol        l,3,3-Trimethyl-2-meillylenindolin    in  Gegenwart     vonEssigsäureanl#ydrid        erhaltenen-          Kondensationsprodukt    herstellen kann,

   wenn  man dieses Kondensationsprodukt mit einem  Hol<B><I>N</I> -</B>     Methyl   <B>-</B> a<B>-</B>     methylendihydrochinolin     umsetzt und hierauf die     Cyclammoniumver-          bindung    mit     Alkalien    ausscheidet.  



  Diese bildet ein dunkel gefärbtes, in Was  ser schwer lösliches Pulver, das beim Behan  deln mit einer Säure in einen     Polymethin-          farbstoff    der Formel  
EMI0001.0019     
    übergeht; dieser färbt tannierte Baumwolle in       rotstichig    blauen Tönen.  



  <I>Beispiel:</I>  242 Teile des nach dem Verfahren des  Patentes     Nr.   <B>138593</B> erhaltenen Kondensa  tionsproduktes in Form der freien Base     mid     <B>157</B> Teile     N-Methyl-a-methyl#ndihydroeliiilo-          lin    werden mit<B>1800</B> Teilen     Essigsäureanhy-          drid    unter Rühren auf 40' erwärmt und  <B>7</B> Stunden bei einer Temperatur von 40-45<B>'</B>  gehalten.

   Hierauf wird der grösste Teil des       Essigsäureanhydrids    bei schwachem Vakuum       abdestilliert,    der Rückstand mit Wasser ver  setzt und die     Cyclammoniumverbindung    mit       ZD     Alkalien gefällt.    
EMI0002.0001     
  




      E, Method of producing 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 <B> 1 </B> mol of 1,3,3-trimethyl-2-meillyleneindoline in the presence of acetic anhydride,

   if this condensation product is reacted with a hol <B> <I> N </I> - </B> methyl <B> - </B> a <B> - </B> methylenedihydroquinoline and then the cyclammonium compound with it Separates alkalis.



  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 reddish blue tones.



  <I> Example: </I> 242 parts of the condensation product obtained by the process of patent no. <B> 138593 </B> in the form of the free base and <B> 157 </B> parts of N-methyl-a -methyl # ndihydroeliiilolin are heated with 1800 parts of acetic anhydride to 40 'with stirring and for 7 hours at a temperature of 40-45' > held.

   Most of the acetic anhydride is then distilled off under a weak vacuum, the residue is treated with water and the cyclammonium compound is precipitated with ZD alkalis.
EMI0002.0001

Claims (1)

<B>PATENTANSPRUCH:</B> Verfahren zur Herstellung einer Cyclam- moniumverbindung aus dem durch Einwir kung von wenigstens einem Hol einer Ver- bindun-- der all--emeinen Formel t' <B>n</B> EMI0002.0009 in der X einen bei der Kondensation sich ab spaltenden einwertigen Rest bedeutet, auf <B>1</B> Hol 1,3,3-Trimethyl-2-metllylenindolin in Gegenwart vonEssigsäureanhydrid erhaltenen Kondensationsprodukt, dadurch gekennzeic'h- net, <B> PATENT CLAIM: </B> Process for the production of a cyclammonium compound from the by the action of at least one compound of the general formula t '<B> n </B> EMI0002.0009 in which X denotes a monovalent radical which splits off during the condensation, on <B> 1 </B> Hol 1,3,3-trimethyl-2-methylene indoline in the presence of acetic anhydride obtained condensation product, characterized by dass man dieses Kondensationsprodukt mit einem Hol N-,#,fethyl-a-inethylendihydro- chinolin umsetzt Lind hierauf die Cyclam- moniumverbindung mit Alkalien ausscheidet. Diese bildet ein dunkel gefärbtes, in Was ser schwer lösliches Pulver, das beim Behan deln mit einer Säure in einen Polymethin- farbstoff der Formel EMI0002.0021 übergeht; dieser färbt tannierte Baumwolle in rotstichig blauen Tönen. that this condensation product is reacted with a Hol N -, #, fethyl-a-ynethylenedihydroquinoline and then the cyclammonium compound is separated out with alkalis. 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 EMI0002.0021 transforms; this dyes tannic cotton in reddish blue tones.
CH145360D 1928-07-28 1928-07-28 Process for the preparation of a cyclammonium compound. CH145360A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH145360T 1928-07-28
CH141552T 1928-07-28

Publications (1)

Publication Number Publication Date
CH145360A true CH145360A (en) 1931-02-15

Family

ID=25713898

Family Applications (1)

Application Number Title Priority Date Filing Date
CH145360D CH145360A (en) 1928-07-28 1928-07-28 Process for the preparation of a cyclammonium compound.

Country Status (1)

Country Link
CH (1) CH145360A (en)

Similar Documents

Publication Publication Date Title
CH145360A (en) Process for the preparation of a cyclammonium compound.
CH145361A (en) Process for the preparation of a cyclammonium compound.
CH141552A (en) Process for the preparation of a cyclammonium compound.
AT110284B (en) Process for the preparation of indophenols or leucoindophenols of the carbazole series.
DE485731C (en) Process for the preparation of a Kuepen dye of the dipyrazole anthrone series
AT129782B (en) Process for the preparation of 0,0-diacetyldiphenolisatin.
CH136552A (en) Process for the preparation of a descendant of the pyrazolanthrone.
CH139364A (en) Process for the preparation of a descendant of the pyrazolanthrone.
CH139725A (en) Process for the preparation of a polymethine dye.
CH264198A (en) Process for the production of a vat dye.
CH120257A (en) Process for the preparation of a new oxynaphthalene carboxylic acid.
CH145875A (en) Process for the production of a new dye.
CH101090A (en) Process for the production of an indigoid dye.
CH119636A (en) Process for the production of an indigoid dye of the anthracene series.
CH156025A (en) Process for the production of a new vat dye.
CH101937A (en) Process for the production of an indigoid dye.
CH149712A (en) Process for the preparation of a new vat dye.
CH101095A (en) Process for the production of an indigoid dye.
CH159867A (en) Process for the preparation of an acidic dye.
CH161743A (en) Process for the production of a new condensation product.
CH170314A (en) Process for the preparation of an oxycarbazole carboxylic acid aryl amide.
CH197183A (en) Process for the production of a vat dye.
CH200539A (en) Process for the production of a vat dye.
CH161742A (en) Process for the production of a new condensation product.
CH134836A (en) Process for the preparation of an arylaminonaphthalene derivative.