Methyl iodide → HCID 178464747, compound

Participants

Reaction Steps

To 36 g. of 1-ethylthiourea in 200 ml. of acetone was added 70 g. of methyliodide. Evaporation of the solvent gave 71 g. of 1-ethyl-2-methylisothiourea hydroiodide as colorless crystals, m.p. 84°-87° C. This isothiurea, 23.2 g., was reacted with a total of 30 ml. of benzoyl chloride and after 6 hours the solution was poured onto ice. The mixture was made basic with NaOH and the crystals which formed were collected by filtration to give 27.8 g. of 1,3-bisbenzoyl-1-ethyl-2-methylisothiourea, m.p. 84°-86° C. This bisbenzoylisothiourea, 3.1 g., was reacted with 2.4 g. of 4-aminomethylbenzenesulfonamide hydrochloride and 1.5 g. of sodium acetate in 250 ml. of isopropyl alcohol. Aqueous work-up followed by dichloromathane extraction and evaporation gave the title compound as a colorless glass, m.p. 70°-80° C.

Provenance & Evidence