CH171982A - Process for the preparation of a derivative of 5,5-phenylethylhydantoin. - Google Patents

Process for the preparation of a derivative of 5,5-phenylethylhydantoin.

Info

Publication number
CH171982A
CH171982A CH171982DA CH171982A CH 171982 A CH171982 A CH 171982A CH 171982D A CH171982D A CH 171982DA CH 171982 A CH171982 A CH 171982A
Authority
CH
Switzerland
Prior art keywords
preparation
phenylethylhydantoin
soluble
benzyl
derivative
Prior art date
Application number
Other languages
German (de)
Inventor
Sandoz Chemische Fabri Vormals
Original Assignee
Chem Fab Vormals Sandoz
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 Fab Vormals Sandoz filed Critical Chem Fab Vormals Sandoz
Publication of CH171982A publication Critical patent/CH171982A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/72—Two oxygen atoms, e.g. hydantoin
    • C07D233/74—Two oxygen atoms, e.g. hydantoin with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to other ring members

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

  

  Verfahren zur Darstellung eines Derivates des     5,5-Phenyläthylhydantoins.       Die vorliegende Erfindung betrifft ein Ver  fahren zur Darstellung von     1-Berrzyl-5,5-phe-          nyläthylhydantoin,    welches dadurch gekenn  zeichnet ist, dass man     Phenyläthylbenzyl-          ureidoacetonitril    mit Salzsäure behandelt.  



  <I>Beispiel.:</I>  1 Gewichtsteil Phenyläthylbenzylureido-  
EMI0001.0006     
  
    acetonitril
<tb>  C6Hc(C2Hs)C(CN)NCONH2
<tb>  CH2U6Ha       gelöst im gleichen Volumen Alkohol,     werden     unter     Turbinieren    in das     fünffache    Volumen       Salzsäure        von        20%,        die        auf        dein        Dampfbad     erhitzt wurden, gegossen; sofort scheidet sich  das gebildete     Hydantoin    aus; zur Vervollstän  digung der Reaktion erwärmt man noch wäh  rend einer Stunde auf dem Dampf.

   Das in  quantitativer     Ausbeute    erhaltene     1-Benzyl-          5,5-plrenyläthylhydarrtoin    wird aus Alkohol  urankristallisiert, farblose Prismen vom     Smp.     197-1980, löslich in heissem, weniger in     kal-          tenn    Alkohol, löslich auch in Methanol, Eis  essig, wenig in Äther,     Petroläther,    unlöslich    in Wasser, leicht dagegen in Natronlauge,  etwas schwerer in     Sodalösung.     



  0,2880     gr    verbrauchen nach     gjeldahl     l9,62 cm'     n10    H2S04  für     CIsH1sO2N2    berechnet     9,52/o    N  gefunden.     9,54,/o    0N.  



  Die Verbindung soll in der Therapie Ver  wendung finden.



  Process for the preparation of a derivative of 5,5-phenylethylhydantoin. The present invention relates to a process for the preparation of 1-Berrzyl-5,5-phenylethylhydantoin, which is characterized in that phenylethylbenzylureidoacetonitrile is treated with hydrochloric acid.



  <I> Example: </I> 1 part by weight of phenylethylbenzylureido
EMI0001.0006
  
    acetonitrile
<tb> C6Hc (C2Hs) C (CN) NCONH2
<tb> CH2U6Ha dissolved in the same volume of alcohol, are poured into five times the volume of hydrochloric acid of 20%, which has been heated on the steam bath, with a turbine; The hydantoin formed is immediately precipitated; To complete the reaction, the mixture is heated on the steam for an hour.

   The 1-benzyl-5,5-plrenylethylhydrate obtained in quantitative yield is uranium-crystallized from alcohol, colorless prisms with a melting point of 197-1980, soluble in hot, less in cold alcohol, also soluble in methanol, glacial acetic acid, little in ether , Petroleum ether, insoluble in water, slightly on the other hand in sodium hydroxide solution, somewhat more difficult in soda solution.



  Consume 0.2880 gr according to gjeldahl l9.62 cm 'n10 H2S04 for CIsH1sO2N2 calculated 9.52 / o N found. 9.54 / o 0N.



  The connection is intended to be used in therapy.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung vorn 1-Benzyl- 5,5-phenyläthylhydarrtoirr, dadurch gekenn zeichnet, dass man Phenyläthylbenzylureido- acetonitril mit Salzsäure behandelt. Das kristallisierte 1- Benzyl - 5,5 - phenyl- äthylhydantoin, farblose Prismen, besitzt den . Schmelzpunkt 197-1981'. Es ist löslich in heissem, weniger in kaltem Alkohol, löslich auch in Methanol, Eisessig, wenig in Äther, Petroläther, unlöslich in Wasser, leicht da gegen in Natronlauge, etwas schwerer in Soda lösung. PATENT CLAIM: Process for the preparation of 1-benzyl-5,5-phenyläthylhydarrtoirr, characterized in that phenylethylbenzylureido-acetonitrile is treated with hydrochloric acid. The crystallized 1-benzyl-5,5-phenyl-ethylhydantoin, colorless prisms, has the. M.p. 197-1981 '. It is soluble in hot, less in cold alcohol, also soluble in methanol, glacial acetic acid, little in ether, petroleum ether, insoluble in water, slightly as opposed to sodium hydroxide solution, somewhat more difficult in soda solution. Die Verbindung soll in der Therapie Ver wendung finden. The connection is intended to be used in therapy.
CH171982D 1932-12-16 1932-12-16 Process for the preparation of a derivative of 5,5-phenylethylhydantoin. CH171982A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH171982T 1932-12-16
CH169509T 1934-06-06

Publications (1)

Publication Number Publication Date
CH171982A true CH171982A (en) 1934-09-15

Family

ID=25718736

Family Applications (1)

Application Number Title Priority Date Filing Date
CH171982D CH171982A (en) 1932-12-16 1932-12-16 Process for the preparation of a derivative of 5,5-phenylethylhydantoin.

Country Status (1)

Country Link
CH (1) CH171982A (en)

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