Methyl iodide → 5-Chloro-6-methyl-4-(methylsulfanyl)pyrimidin-2(1H)-one

Reaction equation

[CH3:1]I.[Cl:3][C:4]1[C:5](=[S:12])[NH:6][C:7](=[O:11])[NH:8][C:9]=1[CH3:10].[OH-].[K+]>>[CH3:10][C:9]1[NH:8][C:7](=[O:11])[N:6]=[C:5]([S:12][CH3:1])[C:4]=1[Cl:3]

Participants

Reactant 3

HCID 6328Methyl iodide

HCID 14797Potassium Hydroxide

HCID 20494272HCID 20494272, compound

Product 1

HCID 204917685-Chloro-6-methyl-4-(methylsulfanyl)pyrimidin-2(1H)-oneYield 65%

Procedure

Methyl iodide (0.012 mol) was added to an aqueous solution prepared from 5-chloro-6-methyl-4-thiouracil (0.01 mol) and 0.725 M KOH (25 ml) and the reaction mixture was stirred at room temperature for 5 h. The solid precipitate formed was collected and was recrystallized from isopropanol; yield 65%, m.p. 268°.