Ethanol → 3-(5-Isopropyl-2,4-bis-methoxymethoxyphenyl)-4-[4-(4-methylpiperazin-1-ylmethyl)phenyl]-5-methylsulfanyl-[1,2,4]triazole

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Reaction Steps

5-(5-isopropyl-2,4-bis-methoxymethoxyphenyl)-4-[4-(4-methylpiperazin-1-ylmethyl)phenyl]-2,4-dihydro-[1,2,4]triazol-3-thione (F652-06, 3.17 g, 6.01 mmol) and potassium carbonate (829 mg, 6.00 mmol) were weighed and placed in a reaction vessel. After adding ethanol (30 mL), methyl iodide (0.374 mL, 6.01 mmol) was added to the mixture. After heating for 1 hour under reflux, the temperature was returned to room temperature, and the solvent was distilled off under reduced pressure. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate and then filtered to remove sodium sulfate, and the solvent was distilled off under reduced pressure to obtain pale yellow foam. Diethyl ether was added to the foam and the insoluble material was removed by filtration. After washing with water, the filtrate was washed with saturated sodium chloride solution. The extract was dried with sodium sulfate, and sodium sulfate was removed by filtration. The solvent was distilled off under reduced pressure to obtain 3-(5-isopropyl-2,4-bis-methoxymethoxyphenyl)-4-[4-(4-methylpiperazin-1-ylmethyl)phenyl]-5-methylsulfanyl-[1,2,4]triazole (F652-07, pale yellow foam, 2.05 g, 63%).

Provenance & Evidence