Sodium Hydroxide → (3-Benzyloxy-5-bromo-phenyl)thiourea

Participants

Reaction Conditions

Reaction Steps

To a solution of N-[(3-benzyloxy-5-bromo-phenyl)carbamothioyl]benzamide (648 g, 1.47 mol) in THF (12 L) was added NaOH solution (300 g, 7.5 mol in 3 L H2O) at rt. The reaction mixture was heated up to 69 to 70° C. overnight. After completion of reaction (by TLC), the THF layer was decanted off and the aqueous layer extracted with EtOAc (3×2 L). The combined organic layer (THF+EtOAc) was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude residue was treated with mixture of Et2O and hexane (5:95, 3.0 L), filtered, washed with hexane and dried under high vacuum to obtain the desired product (387 g, 78%).

Provenance & Evidence