143426-52-2

143426-49-7

143426-52-2

General procedure for the synthesis of 1-(4-(chloromethyl)phenyl)-1H-pyrazole from 4-pyrazol-1-ylbenzenemethanol: To a solution of [4-(1H-pyrazol-1-yl)phenyl]methanol (24.0 g) in 1,2-dichloroethane (200 mL) was added slowly and dropwise to thionyl chloride (26.3 g) in an ice bath under cooling. After the dropwise addition, the reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, the reaction mixture was concentrated by distillation under reduced pressure and the resulting residue was washed with tert-butyl methyl ether to give the final target product 1-(4-(chloromethyl)phenyl)-1H-pyrazole (23.5 g). The product was characterized by 1HNMR (400 MHz, CDC13): δ 4.62 (2H, s), 6.48 (1H, t, J = 2.0 Hz), 7.47 (2H, d, J = 8.8 Hz), 7.69 (2H, d, J = 8.8 Hz), 7.73 (1H, d, J = 2.0 Hz), 7.93 (1H, d, J = 2.4 Hz ).