2,3-Dichloropropene → 4-Chloro-2-fluoro-5-(2-chloro-2-propenylthio)aniline

Participants

Reaction Steps

A mixture of 5-amino-2-chloro-4-fluorothiophenol (8.89 g) and anhydride potassium carbonate (3.5 g) was dissolved in N,N-dimethylformamide (100 ml), and 2,3-dichloropropene (6.65 g) was added thereto. The resultant mixture was stirred at 20° to 40° C. for 4 hours. After completion of the reaction, the reaction mixture was extracted with ether,washed with water, dried and concentrated. The residue was purified by silica gel chromatography (eluent: hexane/ethyl acetate=7/1) to give 4-chloro-2-fluoro-5-(2-chloro-2-propenylthio)aniline (10.5 g; yield, 84%).

Provenance & Evidence