Sodium Hydroxide → 1-Methyl-5-[3-(2-pyridylcarbonyl)propyl]thio-1,2,3,4-tetrazole

Participants

Reaction Steps

S-(1-Methyl-1,2,3,4-tetrazole-5-yl)isothiourea hydrochloride (1.9 g) is dissolved in ethanol (50 ml). To the solution are added 10% aqueous sodium hydroxide (5 ml) and 3-chloropropyl 2-pyridyl ketone (1.8 g) and the mixture is refluxed for 2 hours. Ethanol is distilled off and water is added to the residue. The mixture is extracted with chloroform. The chloroform solution is washed with water and saturated aqueous sodium chloride and dried over magnesium sulfate. Chloroform is distilled off and the residue is purified by column chromatography (Wakogel C-200, eluant: chloroform) and the product is recrystallized from hexane-ether to obtain 1-methyl-5-[3-(2-pyridylcarbonyl)propyl]thio-1,2,3,4-tetrazole (0.5 g) as colorless needles, m.p. 73°-75° C.

Provenance & Evidence