Hydrochloric Acid → 5-(2,4-dimethyl-1,3-thiazol-5-yl)-2,4(1H,3H)-pyrimidinedione

HRID 1925035Notes

Reaction equation

HRID 1925035 reaction equation
[CH3:1][C:2]1[S:3][C:4]([C:8]2[C:9]([O:16]C)=[N:10][C:11]([O:14]C)=[N:12][CH:13]=2)=[C:5]([CH3:7])[N:6]=1.Cl>CO>[CH3:1][C:2]1[S:3][C:4]([C:8]2[C:9](=[O:16])[NH:10][C:11](=[O:14])[NH:12][CH:13]=2)=[C:5]([CH3:7])[N:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 675196615-(2,4-Dimethyl-1,3-thiazol-5-yl)-2,4-bis(methyloxy)pyrimidine

Product 1

HCID 594483615-(2,4-dimethyl-1,3-thiazol-5-yl)-2,4(1H,3H)-pyrimidinedioneYield 109.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-(2,4-dimethyl-1,3-thiazol-5-yl)-2,4-bis(methyloxy)pyrimidine (521 mg, 2.073 mmol) was dissolved in Methanol (30 ml), then 1N Hydrochloric acid aqueous solution (16.59 ml, 16.59 mmol) was added and the mixture was refluxed for 3 hours. Solvents were then evaporated under reduced pressure, the residue was triturated with acetone and filtered providing the title compound (507 mg, 2.27 mmol) as a white solid.

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. customSolvents were then evaporated under reduced pressure
  3. customthe residue was triturated with acetone
  4. filtrationfiltered

Sources & evidence

ORD record
ord-82e84b6163024e18ac02addab0dae7f9
Source dataset
uspto-grants-2012_05
Patent number
US08178549B2

Reaction notes

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