Potassium Carbonate → HCID 63206174, compound

HRID 1678078Notes

Reaction equation

HRID 1678078 reaction equation
[CH3:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[NH:6][CH:7]=1.Br[CH2:10][CH2:11][CH2:12][CH2:13][Cl:14].C([O-])([O-])=O.[K+].[K+]>CS(C)=O>[Cl:14][CH2:13][CH2:12][CH2:11][CH2:10][N:4]1[CH:3]=[C:2]([CH3:1])[CH:7]=[N:6][C:5]1=[O:8]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 813641-Bromo-4-chlorobutaneHCID 1705015-Methyl-2-pyrimidinone

Product 1

HCID 63206174HCID 63206174, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

10.5 g (95.0 mmol) of 5-methylpyrimidin-2(1H)-one from Example 6.1, 16.3 g (95.0 mmol) of 1-bromo-4-chlorobutane and 39.4 g (285.0 mmol) of K2CO3 in 200 ml of dimethyl sulfoxide were stirred at room temperature for 12 hours. The reaction mixture was added to ice-water, and the aqueous mixture was extracted twice with diethyl ether. The aqueous phase was extracted twice with methylene chloride. The methylene chloride phase was dried over Na2SO4 and filtered to remove the desiccant, and the solvent was evaporated to dryness in vacuo. The resulting solid residue was stirred with diethyl ether, and the precipitate was filtered off with suction, washed with diethyl ether and dried. Yield: 5.0 g.

Workup

  1. extractionthe aqueous mixture was extracted twice with diethyl ether
  2. extractionThe aqueous phase was extracted twice with methylene chloride
  3. dry with materialThe methylene chloride phase was dried over Na2SO4
  4. filtrationfiltered
  5. customto remove the desiccant, and the solvent
  6. customwas evaporated to dryness in vacuo
  7. filtrationthe precipitate was filtered off with suction
  8. washwashed with diethyl ether
  9. customdried

Sources & evidence

ORD record
ord-e2ce7e99e1954964b19d59c2a479138f
Source dataset
uspto-grants-2011_08
Patent number
US08008488B2

Reaction notes

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