3-Amino-4-chlorobenzonitrile

939-80-0

53312-79-1

General procedure for the synthesis of 3-amino-4-chlorobenzonitrile from 4-chloro-3-nitrobenzonitrile: Example 1: Preparation of N-(1-(5-cyano-2-(3,5-dichlorophenoxy)benzenesulfonyl)piperidin-4-yl)-3-fluorobenzenesulfonamide (25) 1. Commercially available 4-chloro-3-nitrobenzonitrile was dissolved in tetrahydrofuran (THF) with solvent dosage of 4 times the volume of the raw material. 2. Sodium hydrosulfide (3 equiv.) was added to the reaction system and the reaction mixture was stirred at 45 °C overnight. 3. The progress of the reaction was monitored using thin layer chromatography (TLC) with the unfolding agent being a hexane solution of 25% ethyl acetate to confirm the completion of the reaction. 4. Upon completion of the reaction, the THF solvent was removed by rotary evaporator under reduced pressure to precipitate the product. 5. The white solid product was collected by vacuum filtration and washed with water to remove impurities. 6. 6. The product was placed in a vacuum oven and dried under mild heating conditions to obtain the target compound in 97.0% yield.