CH235231A - Process for the preparation of 3'-methyl-cyclopentane-1 ', 5-spiro-1-methyl-2,4,6-triketo-hexahydropyrimidine. - Google Patents

Process for the preparation of 3'-methyl-cyclopentane-1 ', 5-spiro-1-methyl-2,4,6-triketo-hexahydropyrimidine.

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Publication number
CH235231A
CH235231A CH235231DA CH235231A CH 235231 A CH235231 A CH 235231A CH 235231D A CH235231D A CH 235231DA CH 235231 A CH235231 A CH 235231A
Authority
CH
Switzerland
Prior art keywords
sep
methyl
cyclopentane
triketo
spiro
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R 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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH235231A publication Critical patent/CH235231A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  
EMI0001.0001     
  
    Verfahren <SEP> zur <SEP> Herstellung <SEP> von <SEP> 3'-1Vlethyl-cyclopentau-1',5-spiro-l-methyl  2,4,6-tr <SEP> iketo-hexahydr <SEP> opyrimi <SEP> din.     
EMI0001.0002     
  
    Gegenstand <SEP> vorliegenden <SEP> Zusatzpatentes
<tb>  ist <SEP> ein <SEP> Verfahren <SEP> zur <SEP> Herstellung <SEP> von
<tb>  3'- <SEP> Methyl.- <SEP> cyclopentan <SEP> -1',5 <SEP> -spiro-1-methyl  2,4,6,=triketa-hexa@hyd@ropyrimidin, <SEP> welches. <SEP> da  durch <SEP> gekennzeichnet <SEP> ist., <SEP> dass <SEP> man <SEP> 3-Methyl  cycl'o#pentan-1-cyan-1--ca,rbon <SEP> ,säureesiter <SEP> mit
<tb>  Methylharnstaff <SEP> kondensiert <SEP> und <SEP> das <SEP> erhal  teno <SEP> Produkt <SEP> anschliessend <SEP> der <SEP> HydTolyse
<tb>  unterwirft.
<tb>  



  Das <SEP> neue <SEP> Produkt <SEP> bildet <SEP> farblose <SEP> Nadeln
<tb>  vom <SEP> F. <SEP> 113-114  <SEP> u,nd <SEP> besitzt <SEP> narkotische
<tb>  Wirkung.
<tb>  



  <I>Beispiel:</I>
<tb>  Zu <SEP> einer <SEP> Lösung <SEP> von <SEP> 4,6 <SEP> Teilen <SEP> Natriurn  metall <SEP> in <SEP> 100 <SEP> Volumtei.len <SEP> absolutem <SEP> Me  t:hanol <SEP> fügt <SEP> man <SEP> 18,3 <SEP> Teile <SEP> 3-Methyl-cyclo,  pentan-l-cyan-l-carbon3äureäthylester <SEP> und
<tb>  8 <SEP> Teile <SEP> Methyl#harnstoff <SEP> und <SEP> erhitzt <SEP> 10 <SEP> Stun  den <SEP> unter <SEP> Rückfluss.

   <SEP> Nach <SEP> dem <SEP> Abdestillie-            ren    des Methanols verkocht man den Rück  stand w     ähTend    8 Stunden mit der     seehsf        achen     Menge     Schwefelsäure    (2.5<B>%).</B> Nach dem Er  kalten trennt man     das    rohe Produkt von un  verändertem Ester und     kristallisiert        aus    ver  dünntem Methanol um. Das     reine        P'roldukt     weist einen     Schmelzpunkt    von 113-114  auf.



  
EMI0001.0001
  
    Process <SEP> for <SEP> production <SEP> of <SEP> 3'-1Vlethyl-cyclopentau-1 ', 5-spiro-1-methyl 2,4,6-tr <SEP> iketo-hexahydr <SEP> opyrimi <SEP> din.
EMI0001.0002
  
    Subject <SEP> of the present <SEP> additional patent
<tb> <SEP> is a <SEP> process <SEP> for <SEP> production <SEP> of
<tb> 3'- <SEP> methyl.- <SEP> cyclopentane <SEP> -1 ', 5 <SEP> -spiro-1-methyl 2,4,6, = triketa-hexa @ hyd @ ropyrimidine, <SEP > which one. <SEP> because <SEP> is identified by <SEP>., <SEP> that <SEP> man <SEP> 3-methyl cycl'o # pentane-1-cyan-1 - ca, rbon <SEP>, acid resiter <SEP> with
<tb> methyl urine <SEP> condenses <SEP> and <SEP> the <SEP> get teno <SEP> product <SEP> then <SEP> the <SEP> hydrolysis
<tb> subject.
<tb>



  The <SEP> new <SEP> product <SEP> forms <SEP> colorless <SEP> needles
<tb> vom <SEP> F. <SEP> 113-114 <SEP> u, nd <SEP> has <SEP> narcotic
<tb> effect.
<tb>



  <I> Example: </I>
<tb> To <SEP> a <SEP> solution <SEP> of <SEP> 4.6 <SEP> parts <SEP> sodium metal <SEP> in <SEP> 100 <SEP> volume parts <SEP> absolute < SEP> Me t: hanol <SEP> <SEP> one <SEP> 18.3 <SEP> parts <SEP> 3-methyl-cyclo, pentane-1-cyano-1-carbonic acid ethyl ester <SEP> and
<tb> 8 <SEP> parts <SEP> methyl # urea <SEP> and <SEP> heated <SEP> 10 <SEP> hours <SEP> under <SEP> reflux.

   <SEP> After <SEP> the <SEP> distilling off the methanol, the residue is boiled for 8 hours with the seafold amount of sulfuric acid (2.5 <B>%). </B> After cooling, it is separated crude product of unchanged ester and recrystallized from ver dilute methanol. The pure P'roldukt has a melting point of 113-114.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von 3'-Methyl- cyclopentan-1',5-s,piro-l- methyl-2,4; 6-triketo- hexahyd@ropyrim,dhn, dadurch gekennzeich- net, dass man 3-Methyl-ayclopentan-1-@cyan- 1-,carbons,äureeste, PATENT CLAIM: Process for the production of 3'-methyl-cyclopentane-1 ', 5-s, piro-1-methyl-2,4; 6-triketo- hexahyd @ ropyrim, dhn, characterized in that 3-methyl-ayclopentane-1- @ cyano- 1-, carbons, acid residues, r mit Methylharnstoff kon- densiert und das erhaltene Produkt an- seh'liessend der Hydrolyse unterwirft. Das neue Produkt bildet farblose Nadeln vom F. 113-114 und besitzt narkotische Wirkung. r condenses with methyl urea and the product obtained is then subjected to hydrolysis. The new product forms colorless needles of F. 113-114 and has a narcotic effect.
CH235231D 1942-07-29 1942-07-29 Process for the preparation of 3'-methyl-cyclopentane-1 ', 5-spiro-1-methyl-2,4,6-triketo-hexahydropyrimidine. CH235231A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH230367T 1942-07-29
CH235231T 1942-07-29

Publications (1)

Publication Number Publication Date
CH235231A true CH235231A (en) 1944-11-15

Family

ID=25727470

Family Applications (1)

Application Number Title Priority Date Filing Date
CH235231D CH235231A (en) 1942-07-29 1942-07-29 Process for the preparation of 3'-methyl-cyclopentane-1 ', 5-spiro-1-methyl-2,4,6-triketo-hexahydropyrimidine.

Country Status (1)

Country Link
CH (1) CH235231A (en)

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