Hydrochloric Acid → 5-(3-methyl-4-isothiazolyl)-2,4(1H,3H)-pyrimidinedione

HRID 1925042Notes

Reaction equation

HRID 1925042 reaction equation
[CH3:1][C:2]1[C:6]([C:7]2[C:8]([O:15]C)=[N:9][C:10]([O:13]C)=[N:11][CH:12]=2)=[CH:5][S:4][N:3]=1.Cl>O1CCOCC1>[CH3:1][C:2]1[C:6]([C:7]2[C:8](=[O:15])[NH:9][C:10](=[O:13])[NH:11][CH:12]=2)=[CH:5][S:4][N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 594483485-(3-Methyl-4-isothiazolyl)-2,4-bis(methyloxy)pyrimidine

Product 1

HCID 594483785-(3-methyl-4-isothiazolyl)-2,4(1H,3H)-pyrimidinedione

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5-(3-methyl-4-isothiazolyl)-2,4-bis(methyloxy)pyrimidine (Prep 46, two batches combined, 30 mg, 0.148 mmol) was suspended in a 4M solution of HYDROCHLORIC ACID (1580 μl, 6.32 mmol) in dioxane the mixture was stirred at 90° for 2.5 hours. The mixture was allowed to cool to rt and dried (rotary) to afford a yellowish solid (0.126 mmol, yield considered quantitative assuming complete conversion to target compound).

Workup

  1. customdried (rotary)
  2. customto afford
  3. customa yellowish solid (0.126 mmol, yield considered quantitative assuming complete conversion to target compound)

Sources & evidence

ORD record
ord-a2bdbb69e4a343aaba0f0dac2a46e53d
Source dataset
uspto-grants-2012_05
Patent number
US08178549B2

Reaction notes

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