Methyl iodide → 4-(4-Chlorophenyl)-2-(methylthio)pyrimidine

HRID 33443Notes

Reaction equation

HRID 33443 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([SH:14])[N:9]=2)=[CH:4][CH:3]=1.[OH-].[K+].I[CH3:18]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([S:14][CH3:18])[N:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 178527862HCID 178527862, compound

Product 1

HCID 28211934-(4-Chlorophenyl)-2-(methylthio)pyrimidine

Procedure

4-(4-Chlorophenyl)pyrimidine-2-thiol (1.2 g, 5.39 mmol) was taken in 10 ml of an aqueous potassium hydroxide (0.453 g, 5.39 mmol) solution. Iodomethane (503 μl, 5.39 mmol) was added at ambient temperature and the reaction mixture was allowed to stir for 30 minutes. The resulting white solid was collected via filtration and washed with minimal water and hexanes to provide the title compound: EI-MS (m/z) 237 [M+1]+.

Workup

  1. filtrationThe resulting white solid was collected via filtration
  2. washwashed with minimal water and hexanes

Sources & evidence

ORD record
ord-c60198ed0168436aae845732b889b690
Source dataset
uspto-grants-2008_09
Patent number
US07429599B2

Reaction notes

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