Benzoyl isothiocyanate → 1-Benzoyl-3-(3-iodo-5-methoxy-2-phenyl-pyridin-4-yl)-thiourea

Participants

Reaction Steps

To a stirred solution of 159 g (4.88 mmol) 3-iodo-5-methoxy-2-phenyl-pyridin-4-ylamine in 30 ml acetone was added dropwise 0.98 ml (7.31 mmol) benzoyl isothiocyanate at room temperature. The reaction mixture then heated at reflux for 5 h before being cooled to room temperature concentrated in vacuo. Flash chromatography (ethyl acetate/heptane) afforded 1.61 g (67%) 1-benzoyl-3-(3-iodo-5-methoxy-2-phenyl-pyridin-4-yl)-thiourea as a yellow crystalline solid. ES-MS m/e (%): 490 (M+H+, 100).

Provenance & Evidence