Triphenylphosphine → HCID 178479726, compound

Participants

Reaction Steps

5-(4-Hydroxymethylphenyl)-2-(1-naphthyl)-N-(2-thiazolyl)-imidazole-4-carboxamide (1.0 g) obtained in Example 61 was dissolved in tetrahydrofuran (200 ml), and triphenylphosphine (1.24 g) and N-chlorosuccinimide (633 mg) were added. The mixture was stirred for 15 min and triphenylphosphine (1.24 g) and N-chlorosuccinimide (633 mg) were added. The mixture was stirred for 30 min. The reaction mixture was poured into ice water and extracted with ethyl acetate. The ethyl acetate layer was washed with water and, after drying, concentrated. The obtained residue was suspended in acetone (30 ml) and 1 M hydrochloric acid—ether solution (3 ml) was added. The solvent was evaporated and ethyl acetate was added to the obtained residue. The resulting crystals were collected by filtration to give 5-(4-chloromethylphenyl)-2-(1-naphthyl)-N-(2-thiazolyl)imidazole-4-carboxamide hydrochloride (580 mg), melting point 280° C. or above.

Provenance & Evidence