Water → 6-Benzyl-5-(propan-2-yl)pyrimidine-2,4(1H,3H)-dione

HRID 1281088Notes

Reaction equation

HRID 1281088 reaction equation
Cl[C:2]1[N:7]=[C:6](Cl)[C:5]([CH:9]([CH3:11])[CH3:10])=[C:4]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:3]=1.[OH2:19].S(=O)(=O)(O)[OH:21]>C(O)C>[CH3:10][CH:9]([C:5]1[C:6](=[O:21])[NH:7][C:2](=[O:19])[NH:3][C:4]=1[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:11]

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 108266512,4-Dichloro-5-(1-methylethyl)-6-(phenylmethyl)pyrimidine

Product 1

HCID 105622616-Benzyl-5-(propan-2-yl)pyrimidine-2,4(1H,3H)-dione

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

50 g of compound of Example 12 are brought to reflux for 16 hours in a mixture of 200 ml of ethanol, 50 ml of water and 50 ml of sulphuric acid. At the end of the reaction, the ethanol is distilled off under atmospheric pressure, 100 ml of water are added and then the pH of the medium is brought to 2/3 by running in 30% sodium hydroxide solution. The precipitate obtained is filtered off, washed with water and washed with acetone in order to lead, after drying, to 30.6 g of 5-(1-methylethyl)-6-(phenylmethyl)pyrimidine-2,4-(1H,3H) -dione.

Workup

  1. customAt the end of the reaction
  2. distillationthe ethanol is distilled off under atmospheric pressure, 100 ml of water
  3. additionare added
  4. customThe precipitate obtained
  5. filtrationis filtered off
  6. washwashed with water
  7. washwashed with acetone in order
  8. dry with materialafter drying, to 30.6 g of 5-(1-methylethyl)-6-(phenylmethyl)pyrimidine-2,4-(1H,3H) -dione

Sources & evidence

ORD record
ord-e8cd7fc8e2e94392a4e75e6cc2350bee
Source dataset
uspto-grants-2002_09
Patent number
US06452006B1

Reaction notes

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