Potassium Carbonate → HCID 12800894, compound

HRID 1413044Notes

Reaction equation

HRID 1413044 reaction equation
C(=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[CH:9]=[N:10][C:11]([S:14]([CH3:17])(=O)=O)=[N:12][CH:13]=1.[CH3:18][O:19][C:20]1[CH:25]=[CH:24]C(S)=[CH:22][CH:21]=1>C(C(C)=O)C>[Cl:7][C:8]1[CH:9]=[N:10][C:11]([S:14][C:17]2[CH:24]=[CH:25][C:20]([O:19][CH3:18])=[CH:21][CH:22]=2)=[N:12][CH:13]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 127654-MethoxybenzenethiolHCID 27277255-Chloro-2-methanesulfonylpyrimidine

Product 1

HCID 12800894HCID 12800894, compoundYield 96.7%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Potassium carbonate (5.8 g) was added to a solution of 5-chloro-2-methylsulphonylpyrimidine (6.7 g) and 4-methoxythiophenol (5.0 g) in methyl ethyl ketone (50 ml) and the mixture was stirred and boiled under reflux for 3 hours. The solvent was evaporated under reduced pressure and the residue partitioned between chloroform and 5% sodium hydroxide aqueous solution. The chloroform extracts were dried (Mg SO4) and evaporated under reduced pressure to give 5-chloro-2-(4-methoxyphenylthio)pyrimidine (8.5 g) as a colourless solid, m.p. 75° C.

Workup

  1. temperatureunder reflux for 3 hours
  2. customThe solvent was evaporated under reduced pressure
  3. customthe residue partitioned between chloroform and 5% sodium hydroxide aqueous solution
  4. dry with materialThe chloroform extracts were dried (Mg SO4)
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-bfad24c278a8479fbeeafef7ce2e5a1e
Source dataset
uspto-grants-1981_02
Patent number
US04248618

Reaction notes

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