Hydrochloric Acid → 2-(4-Chlorophenyl)-4(3H)-pyrimidinone

HRID 1626451Notes

Reaction equation

HRID 1626451 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([O:14]C)[CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1.Cl>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[NH:13][C:12](=[O:14])[CH:11]=[CH:10][N:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54161279HCID 54161279, compound

Product 1

HCID 5505272-(4-Chlorophenyl)-4(3H)-pyrimidinoneYield 66.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

2-(4-Chlorophenyl)-4-methoxypyrimidine (161 mg, 0.730 mmol) in water (1.5 ml) was treated with concentrated hydrochloric acid (608 μl, 7.30 mmol) at ambient temperature. The suspension was heated to reflux during which the reaction became a clear solution. After 12 hours, the reaction was cooled to ambient temperature and the resulting white suspension was diluted with water and filtered. The solids were washed with water and dried under high vacuum to provide the title compound (100 mg, 0.484 mmol, 66.3% yield) as a white solid.

Workup

  1. temperatureThe suspension was heated
  2. temperatureto reflux during which the reaction
  3. filtrationfiltered
  4. washThe solids were washed with water
  5. customdried under high vacuum

Sources & evidence

ORD record
ord-a0df0c24513548bfb021c4bb84c7711d
Source dataset
uspto-grants-2014_07
Patent number
US08785445B2

Reaction notes

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