2-Aminothiophenol → 2-(5-Bromopyridin-2-yl)benzo[d]thiazole

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-aminothiophenol (5.01 g, 40.0 mmol), 5-bromo-2-formylpyridine (7.44 g, 40.0 mmol) and ethanol (40 mL) was heated to reflux (100° C.) while open to the atmosphere for 3 days. Upon confirming consumption of the starting materials by TLC (SiO2, 29:1 hexanes-acetone), the reaction was cooled to RT, the resulting mixture filtered and the filtrant washed copiously with ethanol to afford 9 (5.62 g, 48% yield) as an off-white solid.

Provenance & Evidence