Ammonia → Methyl 1-(4-chlorophenyl)-2-(4-sulphamoylphenyl)-6,7-dihydro-5H-pyrrolizine-3-carboxylate

Participants

Reaction Conditions

Reaction Steps

Methyl 2-(4-chlorophenyl)-1-phenyl-6,7-dihydro-5H-pyrrolizine-3-carboxylate (4.0 g, 11.4 mmol) is dissolved in dichloroethane (40 ml), and the solution is cooled to 0-5° C. in an ice bath. A solution of chlorosulphonic acid (2.0 g, 17.3 mmol) in dichloroethane (20 ml) is slowly added dropwise to this (IT<10° C., 15 min) and the mixture is then stirred at RT for 12 h. A solution of NH3 in dichloroethane (40 ml) saturated in the cold is added, and the mixture is stirred at RT for a further 12 h. It is then treated (pH 9) with water (20 ml), and the organic phase is separated in a separating funnel. Solid insoluble in water is filtered off from the aqueous phase with suction and dried in vacuo. The dried solid substance is crystallized from MeOH: 0.76 g (product A).

Provenance & Evidence