CH265711A - 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
CH265711A
CH265711A CH265711DA CH265711A CH 265711 A CH265711 A CH 265711A CH 265711D A CH265711D A CH 265711DA CH 265711 A CH265711 A CH 265711A
Authority
CH
Switzerland
Prior art keywords
coumarin
amino
methyl
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 CH265711A publication Critical patent/CH265711A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic 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
    • C07D311/04Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/06Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
    • C07D311/08Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
    • C07D311/16Benzo[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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)

Description

  

  Verfahren zur Herstellung eines     Devivats    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     Monochloressigsäure    umsetzt.  



  Die Umsetzung kann z. B. in der Weise       vorgenommen    werden, dass man     4-Methyl-7-          amino-cumarin    mit einer     wässrigen    Lösung  eines     Alkalisalzes    der     Monochloressigsäure,     vorteilhaft in Gegenwart eines säurebinden  den Mittels, auf     70-90n    C erhitzt, bis das  Ausgangsmaterial in Lösung gegangen ist.  



  Das     Natriumsalz    der so erhaltenen neuen       Carbonsäure    bildet ein helles Pulver, das von       Wasser    zu einer     violettblau    fluoreszierenden  Lösung aufgenommen wird. Es kann als  optisches Bleichmittel für Wolle verwendet  werden.

           Beispiel:     Zu einer Lösung von 3 Teilen Monochlor  essigsäure, 2,6 Teilen     Natriumcarbonat    und  30 Teilen Wasser gibt man 3,5 Teile     4-Methyl-          7-amino-cumarin.    Man rührt 15 Stunden bei  70-90  C, lässt erkalten, neutralisiert mit  verdünnter Schwefelsäure, filtriert nötigen  falls von noch anwesendem Ausgangsstoff ab  und dampft das Filtrat     zur    Trockne ein.    Man erhält ein in     Wasser    lösliches, helles  Pulver. Die Lösung fluoresziert     violettblau.  



  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 monochloroacetic acid.



  The implementation can e.g. B. be carried out in such a way that 4-methyl-7-amino-coumarin with an aqueous solution of an alkali salt of monochloroacetic acid, advantageously in the presence of an acid-binding agent, heated to 70-90N C until the starting material has dissolved .



  The sodium salt of the new carboxylic acid obtained in this way forms a light powder which is absorbed by water to form a violet-blue fluorescent solution. It can be used as an optical bleach for wool.

           Example: 3.5 parts of 4-methyl-7-amino-coumarin are added to a solution of 3 parts of monochloroacetic acid, 2.6 parts of sodium carbonate and 30 parts of water. The mixture is stirred for 15 hours at 70-90 ° C., allowed to cool, neutralized with dilute sulfuric acid, any starting material which is necessary is filtered off and the filtrate is evaporated to dryness. A pale powder which is soluble in water is obtained. The solution fluoresces purple-blue.

 

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 Monochloressigsäure um setzt. Das Natriumsalz der so erhaltenen neuen Carbonsäure bildet ein helles Pulver, das von Wasser zu einer violettblau fluoreszierenden Lösung aufgenommen wird. Es kann als optisches Bleichmittel für Wolle verwendet werden. UNTERANSPRÜCHE 1. 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 monochloroacetic acid. The sodium salt of the new carboxylic acid obtained in this way forms a light powder which is absorbed by water to form a violet-blue fluorescent solution. It can be used as an optical bleach for wool. SUBCLAIMS 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die Um setzung in Gegenwart eines säurebindenden Mittels vornimmt. 2. Verfahren nach Patentanspruch und Unteranspruch 1, dadurch gekennzeichnet, dass man die Umsetzung bei 70-90 C aus- führt. Process according to claim, characterized in that the reaction is carried out in the presence of an acid-binding agent. 2. Process according to claim and dependent claim 1, characterized in that the reaction is carried out at 70-90 ° C.
CH265711D 1946-06-14 1946-06-14 Process for the preparation of a derivative of 4-methyl-7-amino-coumarin. CH265711A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH260835T 1946-06-14
CH265711T 1946-06-14

Publications (1)

Publication Number Publication Date
CH265711A true CH265711A (en) 1949-12-15

Family

ID=25730337

Family Applications (1)

Application Number Title Priority Date Filing Date
CH265711D CH265711A (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) CH265711A (en)

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