Sodium Hydroxide → HCID 10046967, compound

Participants

Reaction Steps

1-Benzoyl-3-{2-[2-(4-bromo-phenyl)-ethylamino]-benzothiazol-6-yl}-thiourea (Example 38, 71.1 mg, 0.139 mmol) was dissolved in tetrahydrofuran (3 mL). Aqueous NaOH (2M, 0.3 mL) was added and the mixture refluxed under argon for 44 hours. The mixture was cooled to room temperature and the solvent evaporated. Water (2 mL) and ethyl acetate (10 mL) were added and the layers separated. The aqueous phase was saturated with NaCl before extraction. An additional 10 mL of ethyl acetate was added and the layers separated. The combined extracts were dried over MgSO4, filtered and evaporated to give a yellow solid (51.3 mg, 91%).

Provenance & Evidence