Methyl iodide → 2-(Methylthio)-4-phenylpyrimidine

HRID 1707069Notes

Reaction equation

HRID 1707069 reaction equation
[SH:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:4][N:3]=1.[OH-].[Na+].[CH3:16]I>>[CH3:16][S:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 178527861HCID 178527861, compound

Product 1

HCID 8175782-(Methylthio)-4-phenylpyrimidine

Procedure

A solution of 3.5 g. of 2-mercapto-4-phenylpyrimidine in 50 ml. of 1 N sodium hydroxide is cooled to near 0° C. and 2.94 g. of methyl iodide is added. After stirring at room temperature for 2 hours, the product is recovered by filtration. Recrystallization from methylene chloride-hexane affords the desired compound, m.p. 87°-89° C.

Workup

  1. filtrationthe product is recovered by filtration
  2. customRecrystallization from methylene chloride-hexane

Sources & evidence

ORD record
ord-65280f7792e64c299729531a8f1eb82a
Source dataset
uspto-grants-1980_06
Patent number
US04209621

Reaction notes

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