CH265713A - Process for the preparation of a new derivative of 4-methyl-7-amino-coumarin. - Google Patents

Process for the preparation of a new derivative of 4-methyl-7-amino-coumarin.

Info

Publication number
CH265713A
CH265713A CH265713DA CH265713A CH 265713 A CH265713 A CH 265713A CH 265713D A CH265713D A CH 265713DA CH 265713 A CH265713 A CH 265713A
Authority
CH
Switzerland
Prior art keywords
amino
methyl
coumarin
preparation
new derivative
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH265713A publication Critical patent/CH265713A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
    • C07D311/08—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
    • C07D311/16—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring substituted in position 7

Landscapes

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

Description

  

  Verfahren zur Herstellung eines neuen Derivats des     4-Methyl-7-amino-eumarins.       Es wurde gefunden, dass man zu einem  neuen Derivat des     4-Methyl-7-amino-cumarins     gelangt, wenn man     4-Methyl-7-amino-cumarin     mit     Natriumfurfurolbisulfit    umsetzt.  



  Die Umsetzung kann beispielsweise in der  Weise vorgenommen werden, dass man     4-31e-          thyl-7-amino-ctimarin    mit einer konzentrier  ten     wässrigen        Natriumfurfurolbisulfitlösung     auf 95-100  C erhitzt, bis das Ausgangs  material in Lösung gegangen ist.  



  Das so erhaltene neue     Natriumsalz    bildet  ein helles Pulver, das von     Wasser    zu einer  blauviolett fluoreszierenden Lösung auf  genommen wird. Es kann zum optischen  Bleichen von Wolle     verwendet    werden.  



  <I>Beispiel:</I>  Aus 65 Teilen     Natriumbisulfitlösung,     40 ,     ig,    und 25 Teilen     Furfurol    bereitet man  eine     Furfurolbisulfitlösung.    Dazu gibt man  0,5 Teile     Natriumcarbonat    und 7 Teile     4-Me-          thyl-7-amino-cumarin.    Man kocht rückflie  ssend, bis alles     4-Methyl-7-amino-cumarin    in  Lösung gegangen ist, filtriert von geringen  Verunreinigungen ab und lässt erkalten.

   Der    erhaltene Kristallbrei wird mit     10%i-er        Na-          triumehloridlösung    verdünnt, filtriert, mit  10     %        iger        Natriumchloridlösung    gewaschen  und getrocknet. Man erhält ein helles Pulver,  das in Wasser mit blauvioletter Fluoreszenz  löslich ist.



  Process for the preparation of a new derivative of 4-methyl-7-amino-eumarin. It has been found that a new derivative of 4-methyl-7-amino-coumarin is obtained if 4-methyl-7-amino-coumarin is reacted with sodium furfurol bisulfite.



  The reaction can be carried out, for example, in such a way that 4-31-ethyl-7-amino-ctimarin is heated to 95-100 ° C. with a concentrated aqueous sodium furfurol bisulfite solution until the starting material has dissolved.



  The new sodium salt obtained in this way forms a light powder which is taken up by water to form a blue-violet fluorescent solution. It can be used for optical bleaching of wool.



  <I> Example: </I> A furfurol bisulfite solution is prepared from 65 parts of sodium bisulfite solution, 40 ig, and 25 parts of furfural. 0.5 part of sodium carbonate and 7 parts of 4-methyl-7-amino-coumarin are added. It is refluxed until all of the 4-methyl-7-amino-coumarin has gone into solution, minor impurities are filtered off and allowed to cool.

   The crystal slurry obtained is diluted with 10% sodium chloride solution, filtered, washed with 10% sodium chloride solution and dried. A pale powder is obtained which is soluble in water with a blue-violet fluorescence.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Derivats des 4-Methyl-7-amino-cumarins, da durch gekennzeichnet, dass man 4-Methyl-7- amino-cumarin mit Natriumfurfurolbisulfit umsetzt. Das so erhaltene neue Natriumsalz bildet ein helles Pulver, das von Wasser zu einer blauviolett fluoreszierenden Lösung auf genommen wird. Es kann zum optischen Bleichen von Wolle verwendet werden. PATENT CLAIM: Process for the preparation of a new derivative of 4-methyl-7-amino-coumarin, characterized in that 4-methyl-7-amino-coumarin is reacted with sodium furfurol bisulfite. The new sodium salt obtained in this way forms a light powder which is taken up by water to form a blue-violet fluorescent solution. It can be used for optical bleaching of wool. UNTERANSPRUCH Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man 4-Methyl-7-amino- cumarin mit einer konzentrierten. wässrigen Natriumfurfurolbisulfitlösung bei 95-100 C umsetzt. SUBSTANTIAL CLAIM Method according to claim, characterized in that 4-methyl-7-amino-coumarin with a concentrated. aqueous sodium furfural bisulfite solution at 95-100 C.
CH265713D 1946-06-14 1946-06-14 Process for the preparation of a new derivative of 4-methyl-7-amino-coumarin. CH265713A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH260835T 1946-06-14
CH265713T 1946-06-14

Publications (1)

Publication Number Publication Date
CH265713A true CH265713A (en) 1949-12-15

Family

ID=25730339

Family Applications (1)

Application Number Title Priority Date Filing Date
CH265713D CH265713A (en) 1946-06-14 1946-06-14 Process for the preparation of a new derivative of 4-methyl-7-amino-coumarin.

Country Status (1)

Country Link
CH (1) CH265713A (en)

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