HCID 20385078, compound → 3-Sulphamoyl-4-phenoxy-5-[gamma-(1-pyrrolyl)-propyl]-benzoic acid

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Reaction Steps

The nitrile (3.46 g) is dissolved in 70 ml of methanol saturated with ammonia, the solution is after-saturated for 30 minutes under an ammonia pressure of 5 bars and, after adding 1 g of Raney Ni, is hydrogenated for 12 hours at 70°-80° C. and under an initial hydrogen pressure of 100 bars. The catalyst is then filtered off and washed with methanol and the filtrate is evaporated. After taking up the residue in a little water, the solution is acidified and extracted by shaking with ethyl acetate and the acid aqueous phase is again evaporated, dried and extracted with ethanol, the ethanol extract is concentrated to 30 ml and ether is added: 3-sulphamoyl-4-phenoxy-5-[γ-aminopropyl]-benzoic acid hydrochloride crystallises out; melting point 259°-262° C.

Provenance & Evidence