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

HRID 1244272Notes

Reaction equation

HRID 1244272 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-a25ab367f6f54e8685625fca88e63f68
Source dataset
uspto-grants-2006_10
Patent number
US07122544B2

Reaction notes

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