Reaktion #94869

Reaktionsgleichung

hydrochloric acid

Potassium pyrrole

1-iodobutane

alloxan

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title product

Ausbeute 64.1%

5-Hydroxy-5-[1-(1-butyl)-2-pyrrolyl]-2,4,6-(1H,3H,5H)pyrimidinetrione

Ausbeute 64.1%

Lösungsmittel

tetrahydrofuran

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed for 1.5 hours by which time the reaction mixture
2. 2
   workup.ADDITIONThe reaction mixture was diluted with 30 ml
3. 3
   Extraktionof water and extracted with 35 ml
4. 4
   WaschenThe ether was back-washed with water
5. 5
   Sonstigeobtained
6. 6
   Temperaturby heating in 50 ml
7. 7
   workup.DISTILLATIONThe ether was distilled away
8. 8
   Temperaturthe mixture refluxed for 3 minutes
9. 9
   Temperaturcooled
10. 10
    Sonstigeevaporated to a gum
11. 11
    Sonstigetriturated with water

Vorschrift

Potassium pyrrole (3.0 g., 0.03 mole), 1-iodobutane (9.2 g., 0.05 moles) and 10 ml. of tetrahydrofuran were combined and refluxed for 1.5 hours by which time the reaction mixture had become a thick mass. The reaction mixture was diluted with 30 ml. of water and extracted with 35 ml. of ether. The ether was back-washed with water, then added to a solution of anhydrous alloxan (4.8 g., 0.03 mole) obtained by heating in 50 ml. of ethanol. The ether was distilled away, 6 N hydrochloric acid (5 ml., 0.03 mole) was added, and the mixture refluxed for 3 minutes, cooled, evaporated to a gum, and triturated with water to afford title product [5.1 g.; m.p. 135 (dec); m/e 265].

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