Carbon Dioxide → 5-Chloro-2-methanesulfonylpyrimidine

HRID 2242214Notes

Reaction equation

HRID 2242214 reaction equation
[Cl:1][C:2]1[C:3](C(O)=O)=[N:4][C:5]([S:8]([CH3:11])(=[O:10])=[O:9])=[N:6][CH:7]=1.C(=O)=O>C1(OC)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[N:4][C:5]([S:8]([CH3:11])(=[O:9])=[O:10])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 280Carbon DioxideHCID 12414595-Chloro-2-methanesulfonylpyrimidine-4-carboxylic acid

Product 1

HCID 27277255-Chloro-2-methanesulfonylpyrimidineYield 88.7%

Reagents, catalysts & solvents 1

HCID 7519AnisoleSolvent

Procedure

5-Chloro-2-(methylsulfonyl)pyrimidine-4-carboxylic acid (5.7 g, 24 mmol) was refluxed in anisole (8 mL) until the evolution of carbon dioxide ceased. The reaction mixture was cooled to room temperature and filtered. The solid was washed with light petroleum ether (1×50 mL) and dried to obtain the title compound (4.10 g, 88% yield) as a light orange solid.

Workup

  1. filtrationfiltered
  2. washThe solid was washed with light petroleum ether (1×50 mL)
  3. customdried

Sources & evidence

ORD record
ord-3fb86334fa384e0dab4ce14d98102812
Source dataset
uspto-grants-2010_03
Patent number
US07671043B2

Reaction notes

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