CH265708A - Process for the preparation of a derivative of 4-methyl-7-amino-coumarin. - Google Patents

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

Info

Publication number
CH265708A
CH265708A CH265708DA CH265708A CH 265708 A CH265708 A CH 265708A CH 265708D A CH265708D A CH 265708DA CH 265708 A CH265708 A CH 265708A
Authority
CH
Switzerland
Prior art keywords
methyl
amino
coumarin
preparation
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 CH265708A publication Critical patent/CH265708A/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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines Derivats des     4-Methyl-7-amino-cumarins.       Es wurde gefunden, dass man zu einem  Derivat des     4-Methyl-7-amino-cumarins    ge  langt, wenn man     4-Methyl-7-amino-cumarin     mit     Natriumbenzaldehydbisulfit    umsetzt.  



  Die     Umsetzung    kann z. B. in der Weise  vorgenommen werden, dass man     4-14Zethy    1-7  amino -     cumarin    mit einer konzentrierten       wässrigen        Natriumbenzaldehydbisulfitlösung,     die vorteilhaft schwach alkalisch gestellt  wird, auf 95-100 C erhitzt,     bis    das Aus  gangsmaterial in Lösung gegangen ist.  



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



  <I>Beispiel:</I>  Aus 26 Teilen     Natriumbisulfit,        40ge-          wichtsprozentig,    10,6 Teilen     Benzaldehyd     und 50 Teilen Wasser wird eine     :Benzaldehyd-          bisulfitlösung    hergestellt, die mit einer       wässrigen        Natriumcarbonatlösung    schwach al  kalisch gestellt wird. Dazu werden 3 Teile       4-Methyl-7-amino-cumarin    gegeben und 1    Stunde rückfliessend gekocht. Die erhaltene  Lösung wird zur Trockne eingedampft. Man  erhält ein wasserlösliches, helles Pulver. Die  Lösung fluoresziert bläulich.



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



  The implementation can e.g. B. be done in such a way that 4-14Zethy 1-7 amino - coumarin with a concentrated aqueous sodium benzaldehyde bisulfite solution, which is advantageously made slightly alkaline, heated to 95-100 C until the starting material has gone into solution.



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



  <I> Example: </I> From 26 parts of sodium bisulfite, 40 percent by weight, 10.6 parts of benzaldehyde and 50 parts of water, a benzaldehyde bisulfite solution is prepared, which is made slightly alkaline with an aqueous sodium carbonate solution. 3 parts of 4-methyl-7-amino-coumarin are added and the mixture is refluxed for 1 hour. The resulting solution is evaporated to dryness. A water-soluble, pale powder is obtained. The solution has a bluish 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-eumarin mit Natriumbenzaldehydbi- sulfit umsetzt. Das so erhaltene neue Natriumsalz bildet ein helles Pulver, das von Wasser zu einer bläulich fluoreszierenden Lösung aufgenom men 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-eumarin is reacted with sodium benzaldehyde bisulfite. The new sodium salt obtained in this way forms a pale powder which is taken up by water to form a bluish 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 wässri- gen Natriumbenzaldehydbisulfitlösung, die schwach alkalisch gestellt wird, bei 95-100 C umsetzt. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that 4-methyl-7-aminocoumarin is reacted with a concentrated aqueous sodium benzaldehyde bisulfite solution which is made slightly alkaline at 95-100C.
CH265708D 1946-06-14 1946-06-14 Process for the preparation of a derivative of 4-methyl-7-amino-coumarin. CH265708A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH265708T 1946-06-14
CH260835T 1946-06-14

Publications (1)

Publication Number Publication Date
CH265708A true CH265708A (en) 1949-12-15

Family

ID=25730334

Family Applications (1)

Application Number Title Priority Date Filing Date
CH265708D CH265708A (en) 1946-06-14 1946-06-14 Process for the preparation of a derivative of 4-methyl-7-amino-coumarin.

Country Status (1)

Country Link
CH (1) CH265708A (en)

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