[I:1]I.[I-].[K+].[CH3:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[C:7]1[CH3:15].[CH3:16][N:17]1[CH2:22][CH2:21][CH2:20][N:19]=[C:18]1[SH:23]>O.CO>[IH:1].[CH3:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([S:23][C:18]2[N:17]([CH3:16])[CH2:22][CH2:21][CH2:20][N:19]=2)=[C:7]1[CH3:15]
A solution of 12.7 g of iodine and 20 g of potassium iodide in 100 ml water was added dropwise to a mixture of 7.25 g of 1,2-dimethylindole and 6.5 g of 1-methyl-1,4,5,6-tetrahydro-2-pyrimidinethiol in 120 ml methanol. The reaction mixture is stirred at room temperature for 2 hours. The crystalline precipitate formed was filtered and recrystallized from a mixture of methanol and ethyl acetate to yield 1,2-dimethyl-3-(1-methyl-1,4,5,6-tetrahydro-2-pyrimidinylthio)-indole hydriodide which melts at 239°-240° (with decomposition).
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