Benzoyl isothiocyanate → 1-Benzoyl-3-(2,5-dibromo-phenyl)-thiourea

Participants

Reaction Steps

To a solution of 2,5-dibromo-phenylamine I (2.44 g, 9.72 mmol) in acetone (60 mL) was added benzoylisothiocyanate (1.74 g, 26.0 mL, 10.6 mmol) at room temperature. After 15 min, solid precipitated out. The reaction mixture was continued to stir for 30 min at room temperature. After completion of reaction (TLC monitoring) acetone was distilled off and crude solid filtered with hexane (100 mL) and again washed with hexane (100 mL) to obtain the desired compound as pale-yellow solid (3.9 g, 97%). 1H NMR (DMSO-d6, 400 MHz): δ 7.47 (dd, J=6.4, 6.0 Hz, 1H), 7.53 (m, 2H), 7.66 (s, 1H), 7.70 (m, 1H), 7.99 (m, 1H), 8.01 (s, 1H), 8.17 (d, J=2.4 Hz, 1H), 11.91 (br s, 1H) and 12.63 (br s, 1H).

Provenance & Evidence