Methyl iodide → HCID 19020561, compound

Participants

Reaction Steps

A solution of N-allyl-10-[1-(2,5-dihydro-1-pyrrolyl)-2-propyl]-2-phenothiazinecarboxamide, L series (1.1 g), and methyl iodide (0.4 g) in acetone (10 cc) is stirred for 3 days at a temperature in the region of 20° C. and then concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 45° C. The residue is purified by chromatography on a column (height: 30 cm; diameter: 3 cm) of silica gel (0.04-0.063 mm) under a slight excess pressure of nitrogen (40 kPa), eluting successively with a mixture (300 cc) of ethyl acetate and methanol (90:10 by volume) and then with a mixture (500 cc) of ethyl acetate and methanol (80:20 by volume) and collecting 40-cc fractions. Fractions 5 to 15 are combined and concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C. and the residue is taken up with stirring for 30 minutes in isopropyl ether (40 cc). The suspension is filtered and the solid is washed with isopropyl ether (2×5 cc), drained and dried under reduced pressure (5 mm Hg; 0.7 kPa) at 40° C. 1-[2-(2-Allylcarbamoyl-10-pheno-thiazinyl)propyl]-1-methyl-2,5-dihydropyrrolium iodide, L series (0.66 g), is thereby obtained in the form of a yellow powder, m.p. about 170° C.

Provenance & Evidence