Methanesulfonic Acid → 1-(4-Chloroanilino)-4-(4-pyridylmethyl)phthalazine dimesylate

Participants

Reaction Steps

A solution of 0.583 ml (9 mmol) methanesulfonic acid and, at about 30° C., ether are added to a hot solution of 1.56 g (4,5 mmol) 1-(4-chloroanilino)-4-(4-pyridylmethyl)phthalazine until slight turbidity occurs. As it cools to 0° C., crystals precipitate out; these are filtered off and recrystallized again from methanol. After drying under HV (8 h, 120° C.) and equilibration for 24 h at 20° C. and in room atmosphere, title compound is obtained with a water content of 3.97 %; m.p. 145-150° C.; 1H NMR (DMSO-d6) 10.50-11.70 (br), 8.82-8.88 (m, 3H), 8.33-8.39 (m, 1 H), 8.18-8.29 (m, 2H), 7.98 (d, 2H), 7.58-7.70 (m, 4H), 4.94 (s, 2H), 2.32, (s, 6H); ESI-MS: (M+H)+=347.

Provenance & Evidence