Ethanol → HCID 178473170, compound

HRID 1578959Notes

Reaction equation

HRID 1578959 reaction equation
C(=O)(O)[O-].[Na+].[CH3:6][CH:7]1[C:12](=[O:13])[NH:11][C:10](=[S:14])[NH:9][C:8]1=[O:15].Br[CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19].C(O)C>O>[OH:15][C:8]1[C:7]([CH3:6])=[C:12]([OH:13])[N:11]=[C:10]([S:14][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:9]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 7748Ethyl bromoacetateHCID 516892Sodium BicarbonateHCID 127584205-Methyl-2-sulfanylidenedihydropyrimidine-4,6(1H,5H)-dione

Product 1

HCID 178473170HCID 178473170, compoundYield 54.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 4.0 g (0.0475 mole) of sodium bicarbonate in 40 ml of water was added with stirring 7.5 g (0.0475 mole) of 5-methyl-2-thiobarbituric acid. Ethyl bromoacetate (7.9 g, 0.0475 mole) was then added and 40 ml of ethanol to make a clear solution. After one-half hour a precipitate was formed. Stirring was continued for one-half hour at room temperature. The precipitate was collected and recrystallized from ethanol to give 6.3 g of (4,6-dihydroxy-5-methyl-2-pyrimidinylthio)acetic acid, ethyl ester mp. 211°-214°C.

Workup

  1. customAfter one-half hour a precipitate was formed
  2. waitwas continued for one-half hour at room temperature
  3. customThe precipitate was collected
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-fca17b76a40c4df3b543779a888fa13b
Source dataset
uspto-grants-1976_02
Patent number
US03940394

Reaction notes

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