Hydrochloric Acid → 6-Hydroxy-3-(propan-2-yl)pyrimidine-2,4(3H,5H)-dione

HRID 1380400Notes

Reaction equation

HRID 1380400 reaction equation
[Na].[C:2]([O:10]CC)(=O)[CH2:3][C:4]([O:6]CC)=O.[CH:13]([NH:16][C:17]([NH2:19])=[O:18])([CH3:15])[CH3:14].Cl>C(O)C.O>[CH:13]([N:16]1[C:2](=[O:10])[CH2:3][C:4](=[O:6])[NH:19][C:17]1=[O:18])([CH3:15])[CH3:14]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7761Diethyl MalonateHCID 12725IsopropylureaHCID 5360545Sodium

Product 1

HCID 2319626-Hydroxy-3-(propan-2-yl)pyrimidine-2,4(3H,5H)-dioneYield 95.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

13.8 g (0.6 mole) of sodium are dissolved in 250 ml of anhydrous ethanol. 61.2 g (0.46 mole) of diethyl malonate and 47.3 g of isopropyl urea (0.46 mole) are added to the resulting solution. The mixture thus formed is heated for 7.5 hours to 120° C. (temperature of the bath). After cooling, a solution of concentrated HCl and water (1:4) is slowly added until the precipitate formed during the reaction has dissolved. The resulting solution is evaporated until a precipitate appears and is then left standing at 0° C. The precipitate is then filtered, washed with cold water and dried, giving 75 g of colourless crystals.

Workup

  1. customThe mixture thus formed
  2. temperatureis heated for 7.5 hours to 120° C. (temperature of the bath)
  3. temperatureAfter cooling
  4. customformed during the reaction
  5. dissolutionhas dissolved
  6. customThe resulting solution is evaporated until a precipitate
  7. waitis then left
  8. customstanding at 0° C
  9. filtrationThe precipitate is then filtered
  10. washwashed with cold water
  11. customdried

Sources & evidence

ORD record
ord-efa35921c6ce4da99d62825d5d81a2fe
Source dataset
uspto-grants-1986_04
Patent number
US04581451

Reaction notes

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