CH96607A - Process for the preparation of a basic derivative of p-aminophenol ethyl ether. - Google Patents

Process for the preparation of a basic derivative of p-aminophenol ethyl ether.

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Publication number
CH96607A
CH96607A CH96607DA CH96607A CH 96607 A CH96607 A CH 96607A CH 96607D A CH96607D A CH 96607DA CH 96607 A CH96607 A CH 96607A
Authority
CH
Switzerland
Prior art keywords
ethyl ether
aminophenol
preparation
acetamino
allyl
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 CH96607A publication Critical patent/CH96607A/en

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Classifications

    • GPHYSICS
    • G04HOROLOGY
    • G04BMECHANICALLY-DRIVEN CLOCKS OR WATCHES; MECHANICAL PARTS OF CLOCKS OR WATCHES IN GENERAL; TIME PIECES USING THE POSITION OF THE SUN, MOON OR STARS
    • G04B31/00Bearings; Point suspensions or counter-point suspensions; Pivot bearings; Single parts therefor
    • G04B31/004Bearings; Point suspensions or counter-point suspensions; Pivot bearings; Single parts therefor characterised by the material used
    • G04B31/008Jewel bearings
    • G04B31/0085Jewel bearings with cap jewel only
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung eines basischen Derivates des     p-Aminophenoläthyläthers.       Es wurde gefunden, dass man zu einem  basischen Derivate des     p-Aminophenoläthyl-          äthers    gelangen kann, indem man     1-Acet-          amino-3-allyl-4        ss-halogenphenolätbyläther    mit       Diäthylamin    umsetzt.  



  Der so erhaltene     1-Acetamino-3-allyl-4          ss-diäthylaminophenoläthyläther    bildet neutral  reagierende, farblose, wasserlösliche Salze.  Das Chlorhydrat zum Beispiel stellt in Wasser  leicht lösliche Kristalle vom     Schmelzpunkt     149  , aus deren wässeriger Lösung auf Zu  satz von     Alkalilauge    oder Soda die Base  vom Schmelzpunkt 70   ausfällt, dar.  



  Die neue Verbindung soll zu therapeu  tischen Zwecken verwendet werden.  <I>Beispiel:</I>  Man erhitzt gleiche Gewichtsmengen       1-Acetamino-3-allyl-4        f-chlorphenoläthyläther     (erhalten aus     1-Acetamino-3-allyl-4-phenol-          natrium    durch Kochen mit einem Überschuss  von     Äthylenchlorid    als farblose Kristalle vom  Schmelzpunkt<B>600)</B> und     Diäthylamin    mit  wenig Alkohol 4 Stunden im     Autoklaven     auf 1200, giesst dann in Wasser und schüttelt    mit Benzol aus. Man wäscht das Benzol mit  Wasser und leitet nach dem Trocknen     Salz-          säuregas    ein.

   Das ausgeschiedene Chlorhydrat  kristallisiert man     aus    wenig Alkohol um.



  Process for the preparation of a basic derivative of p-aminophenol ethyl ether. It has been found that a basic derivative of p-aminophenol ethyl ether can be obtained by reacting 1-acetamino-3-allyl-4 ß-halophenol ethyl ether with diethylamine.



  The 1-acetamino-3-allyl-4 ß-diethylaminophenolethyl ether obtained in this way forms colorless, water-soluble salts with a neutral reaction. The chlorohydrate, for example, is easily soluble in water crystals with a melting point of 149, from whose aqueous solution the base with a melting point of 70 precipitates out with the addition of alkali lye or soda.



  The new compound is intended to be used for therapeutic purposes. <I> Example: </I> Equal amounts by weight of 1-acetamino-3-allyl-4 f-chlorophenol ethyl ether (obtained from 1-acetamino-3-allyl-4-phenol sodium by boiling with an excess of ethylene chloride as colorless Crystals with a melting point of <B> 600) </B> and diethylamine with a little alcohol at 1200 for 4 hours in the autoclave, then poured into water and shaken out with benzene. The benzene is washed with water and, after drying, hydrochloric acid gas is passed in.

   The precipitated chlorohydrate is recrystallized from a little alcohol.

 

Claims (1)

PATENTANSPRUCH Verfahren zur Darstellung eines basischen Derivates des p-Aminophenoläthyläthers, da durch gekennzeichnet, dass man 1-Acetamino- 3-allyl-4 f-halogeiiphenoläthyläther mit Di- äthylamin umsetzt. Der so erhaltene 1-Acetamino-3-allyl-4 ss-diäthylaminophenoläthyläther bildet neutral reagierende, farblose, wasserlösliche Salze. Das Chlorhydrat zum Beispiel stellt in Wasser leicht lösliche Kristalle vom Schmelzpunkt 149 , aus deren wässeriger Lösung auf Zu satz von Alkalilauge.oder Soda die Base vom Schmelzpunkt 70 ausfällt, dar. PATENT CLAIM Process for the preparation of a basic derivative of p-aminophenol ethyl ether, characterized in that 1-acetamino-3-allyl-4 f-halogeiiphenol ethyl ether is reacted with diethylamine. The 1-acetamino-3-allyl-4 ß-diethylaminophenol ethyl ether obtained in this way forms colorless, water-soluble salts with a neutral reaction. The chlorohydrate, for example, is easily soluble in water crystals with a melting point of 149, from whose aqueous solution the base with a melting point of 70 precipitates out with the addition of alkali or soda. Die neue Verbindung soll zu therapeu tischen Zwecken verwendet werden. The new compound is intended to be used for therapeutic purposes.
CH96607D 1921-06-04 1921-06-04 Process for the preparation of a basic derivative of p-aminophenol ethyl ether. CH96607A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH96607T 1921-06-04
CH96389T 1921-06-04

Publications (1)

Publication Number Publication Date
CH96607A true CH96607A (en) 1922-11-01

Family

ID=25705086

Family Applications (1)

Application Number Title Priority Date Filing Date
CH96607D CH96607A (en) 1921-06-04 1921-06-04 Process for the preparation of a basic derivative of p-aminophenol ethyl ether.

Country Status (1)

Country Link
CH (1) CH96607A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2441498A (en) * 1943-07-15 1948-05-11 Astra Apotekarnes Kem Fab Alkyl glycinanilides

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2441498A (en) * 1943-07-15 1948-05-11 Astra Apotekarnes Kem Fab Alkyl glycinanilides

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