HYDRAZINE,(2-CHLORO-5-FLUOROPHENYL)- synthesis

Yield:737752-10-2 68.6%

Reaction Conditions:

Stage #1: 2-chloro-5-fluoroanilinewith hydrogenchloride;sodium nitrite at 0; for 0.5 h;
Stage #2: with tin(ll) chloride at 0; for 2 h;

Steps:

7 Synthetic procedure for different substituted phenylhydrazine 4a-k

General procedure: Different substituted anilines 3 (10.0mmol) were added to a solution of hydrochloric acid (15mL, 3-4mol L^-1), and then sodium nitrite (0.76g, 10.5mmol) dissolving in water (3mL) was dropwise added at 0°C. After 0.5h, tin (II) chloride (4.5g, 20mmol) in 10mL of concentrated hydrochloric acid was dropwise added to the above mixture. The reaction was vigorously stirred for 2h at 0°C, and then was filtered and washed with 3-4molL^-1 hydrochloric acid. The precipitate was dissolved in water and filtered. The filtrate was adjusted to pH 12, and the generated solid was collected and dried to afford different substituted phenylhydrazine 4a-k.

References:

Liu, Jing-Bo;Li, Feng-Yun;Dong, Jing-Yue;Li, Yu-Xin;Zhang, Xiu-Lan;Wang, Yuan-Hong;Xiong, Li-Xia;Li, Zheng-Ming [Bioorganic and Medicinal Chemistry,2018,vol. 26,# 12,p. 3541 - 3550]