2,4-Bis(methyloxy)-5-(4-methyl-1,3-thiazol-2-yl)pyrimidine → 5-(4-methyl-1,3-thiazol-2-yl)-2,4(1H,3H)-pyrimidinedione

HRID 1925039Notes

Reaction equation

HRID 1925039 reaction equation
C[O:2][C:3]1[N:8]=[C:7]([O:9]C)[C:6]([C:11]2[S:12][CH:13]=[C:14]([CH3:16])[N:15]=2)=[CH:5][N:4]=1>Cl.O1CCOCC1>[CH3:16][C:14]1[N:15]=[C:11]([C:6]2[C:7](=[O:9])[NH:8][C:3](=[O:2])[NH:4][CH:5]=2)[S:12][CH:13]=1

Participants

4

Reactant 1

HCID 594483702,4-Bis(methyloxy)-5-(4-methyl-1,3-thiazol-2-yl)pyrimidine

Product 1

HCID 1359905725-(4-methyl-1,3-thiazol-2-yl)-2,4(1H,3H)-pyrimidinedioneYield 88.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

2,4-bis(methyloxy)-5-(4-methyl-1,3-thiazol-2-yl)pyrimidine (Prep40, 280 mg, 0.861 mmol) was dissolved in 18 mL of hydrochloric acid 4M in dioxane and the resulting mixture was stirred in a round bottomed flask at 90° C. for 2 hours. Then it was cooled to rt and dried under vacuum to afford the title compound as a yellow solid (300 mg, 0.760 mmol)

Workup

  1. temperatureThen it was cooled to rt
  2. customdried under vacuum

Sources & evidence

ORD record
ord-94e95d24e6f843b79c08b737dba71578
Source dataset
uspto-grants-2012_05
Patent number
US08178549B2

Reaction notes

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