CH253656A - Process for the preparation of a new derivative of a carboxylic acid. - Google Patents

Process for the preparation of a new derivative of a carboxylic acid.

Info

Publication number
CH253656A
CH253656A CH253656DA CH253656A CH 253656 A CH253656 A CH 253656A CH 253656D A CH253656D A CH 253656DA CH 253656 A CH253656 A CH 253656A
Authority
CH
Switzerland
Prior art keywords
preparation
carboxylic acid
phenoxy
new derivative
urea
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Cilag
Original Assignee
Cilag Ag
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 Cilag Ag filed Critical Cilag Ag
Publication of CH253656A publication Critical patent/CH253656A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids

Landscapes

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

Description

  

      Verfahren    zur Darstellung eines neuen Abkömmlings einer     Karbonsäure.       Die Erfindung betrifft ein Verfahren zur  Darstellung     einer    neuen Verbindung der For  mel  
EMI0001.0004     
    welche, wie gefunden wurde, gute schlafbrin  gende und     s,e:dative    Wirkungen besitzt     und     therapeutisch verwendet werden soll. Das  Verfahren gemäss der Erfindung     i:st,dadurch     g     o        Inet,    dass man eine das Radikal       ekennzeie     der     Carbaminsäure        abgebende    Verbindung,  z. B.

   Harnstoff, ein Salz der     Carbaminsäure,     ein     Carbaminsäurehalo;genid    oder ein     Urethan,     auf     ss-Phenoxy-äthanol    einwirken lässt, wobei  sich der     Garbaminsäure-ss-(phenoxy)-äthyl-          ester    bildet. Man kann auch von einer in der  Hitze in Gegenwart des Alkohols     Harn:stoff     liefernden     Verbindung,    z. B. einem Salz des       IHarnstoffes,    ausgehen.  



  <I>Beispiel:</I>  Eine Mischung von<B>13,8</B> g     f-Phenoxy-          äthanol    und 6,1 g     Harnstoffnitrat    wird       2'/2        Stunden    auf 170  erhitzt. Nach dem Er  kalten werden 100     em3        ZVass    ,er zugefügt. Die  sieh dabei bildende ölige Schicht wird abge  trennt und unter vermindertem Druck destil  liert. Der     Carbaminsäure-fl-(phenoxy)-äthyl-          ester    destilliert unter einem Druck von 14 mm    bei 165  über.

   Ausbeute: 6,1 g,     entsprechend     72,2 %     @d.        Th.    Der Ester     bildet    ein farbloses       0l,    das sich mit     Wasser    nicht mischt, in den  gebräuchlichen organischen     Lösungsmitteln     aber     löslieh        ist.  



      Process for the preparation of a new derivative of a carboxylic acid. The invention relates to a method for preparing a new compound of the formula For
EMI0001.0004
    which, as has been found, has good sleep-inducing and s, e: dative effects and is to be used therapeutically. The method according to the invention i: st, g o Inet that one releases the radical ekennzeie of carbamic acid, z. B.

   Urea, a salt of carbamic acid, a carbamic acid halide or a urethane, can act on β-phenoxy-ethanol, whereby the carbamic acid-β- (phenoxy) -ethyl ester is formed. One can also use a compound that delivers urine in the heat in the presence of alcohol, e.g. B. a salt of IHarnea, go out.



  <I> Example: </I> A mixture of <B> 13.8 </B> g of f-phenoxyethanol and 6.1 g of urea nitrate is heated to 170 for 2½ hours. After he is cold, 100 em3 ZVass are added to him. The oily layer that forms is separated off and distilled under reduced pressure. The carbamic acid-fl- (phenoxy) ethyl ester distilled over under a pressure of 14 mm at 165.

   Yield: 6.1 g, corresponding to 72.2% @d. Th. The ester forms a colorless oil that does not mix with water, but is soluble in the common organic solvents.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Abkömm lings einer Karbo-nsäure,dadurch gekenn zeichnet, dass man eine das Radikal der Carb- ; aminsäure abgebende Verbindung auf ss Phenoxy-äthanol einwirken lässt, wobei. der Carbiaminsäure-ss- (phenoxy) -äthyl:ester ent steht. Er bildet eine unter einem Druck von 14 mm bei 165 C siedende, farblose, ölige. Flüssigkeit, die sich mit Wasser nicht miszht, in den gebräuchlichen organischen Lösungs mitteln aber löslich ist. UNTERANSPRüCHE 1. PATENT CLAIM: Process for the representation of a descendant of a carbonic acid, characterized in that one is the radical of the carb; Amic acid releasing compound can act on ss phenoxy-ethanol, whereby. the carbiamic acid-ss- (phenoxy) -ethyl: ester is created. Under a pressure of 14 mm it forms a colorless, oily one which boils at 165 ° C. Liquid that does not mix with water, but is soluble in common organic solvents. SUBCLAIMS 1. Verfahren nach Patentanspruch, da; durch gekennzeichnet, da.ss man Harnstoff einwirken lä;sst. 2. Verfahren nach Patentanspruch und Unterauspruch 1, dadurch gekennzeichnet, dass man von einer in der Hitze in Gegenwart des Alkohols Harnstoff liefernden Verbindung ausgeht. Method according to claim, there; characterized by the fact that urea is allowed to act. 2. The method according to claim and dependent claim 1, characterized in that one starts from a compound which delivers urea in the heat in the presence of the alcohol.
CH253656D 1945-09-15 1945-10-15 Process for the preparation of a new derivative of a carboxylic acid. CH253656A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH616201X 1945-09-15
CH253656T 1945-10-15

Publications (1)

Publication Number Publication Date
CH253656A true CH253656A (en) 1948-03-15

Family

ID=33098760

Family Applications (1)

Application Number Title Priority Date Filing Date
CH253656D CH253656A (en) 1945-09-15 1945-10-15 Process for the preparation of a new derivative of a carboxylic acid.

Country Status (1)

Country Link
CH (1) CH253656A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1150973B (en) * 1960-07-14 1963-07-04 Kreweli Leuffen G M B H Process for the preparation of N-substituted carbamic acid derivatives
US3439021A (en) * 1966-12-23 1969-04-15 Stauffer Chemical Co Halo-substituted phenoxyethyl carbamates and derivatives thereof
US4543362A (en) * 1981-12-03 1985-09-24 Frank M. Berger P-Alkyl or cycloalkyl phenoxy alkanols and alkanol esters and process for the treatment of allergic conditions

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1150973B (en) * 1960-07-14 1963-07-04 Kreweli Leuffen G M B H Process for the preparation of N-substituted carbamic acid derivatives
US3439021A (en) * 1966-12-23 1969-04-15 Stauffer Chemical Co Halo-substituted phenoxyethyl carbamates and derivatives thereof
US4543362A (en) * 1981-12-03 1985-09-24 Frank M. Berger P-Alkyl or cycloalkyl phenoxy alkanols and alkanol esters and process for the treatment of allergic conditions

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