[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[I-:10].[K+].II.[CH3:14][N:15]1[CH2:20][CH2:19][CH2:18][N:17]=[C:16]1[SH:21]>CO.O>[IH:10].[CH3:14][N:15]1[CH2:20][CH2:19][CH2:18][N:17]=[C:16]1[S:21][C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[NH:1][CH:2]=1
A solution of 11.7 g of indole in 100 ml of methanol is added portionwise to a stirred solution of 50 g potassium iodide and 25.4 g of iodine in 150 ml of water at room temperature. This mixture is further treated with a solution of 13 g of 1-methyl-1,4,5,6-tetrahydro-2-pyrimidinethiol in 150 ml of methanol. The reaction mixture is then stirred at room temperature for 2 hours, filtered and the filtrate concentrated to one-fourth of the original volume and cooled. A crystalline precipitate is formed. This is filtered and recrystallised from a mixture of methanol, ethyl acetate and ether to yield 3-(1-methyl-1,4,5,6-tetrahydro-2-pyrimidinylthio)-indole hydriodide which melts at 207°.
Loading…
