Phenothiazine → HCID 86747811, compound

Participants

Reaction Steps

A solution of 6.3 g of 4'-bromo-3'-methyl-cyanoacetanilide (0.025 mole) in 200 ml of dry tetrahydrofuran was stirred under nitrogen during the addition of 0.02 g of imidazole as a catalyst and 1.85 g (0.0625 mole) of sodium hydride 80% oil dispersion. The suspension was stirred at room temperature for 1 hour, then was cooled to -78° C. 2.95 ml (0.03 mole) of methacryloyl chloride freshly distilled from phenothiazine were added dropwise and the mixture was warmed to -20° C. over 90 minutes. The mixture was poured onto dilute hydrochloric acid/ice, and filtered. The solid was dissolved in dichloromethane, washed with water, dried over magnesium sulfate and evaporated under reduced pressure to obtain 8.0 g (99.7%) of the title compound as colorless crystals.

Provenance & Evidence