Reaction #51762

Reaction equation

bromine

5-isopropyl-2-nitro-phenylamine

sodium thiocyanate

sodium bromide

→

title compound

5-Isopropyl-2-nitro-4-thiocyanato-phenylamine

Solvents

MeOH

Conditions

Workup

1. 1
   OtherThe crude reaction mixture
2. 2
   Otherwas purified by flash silica gel chromatography (5%-50% EtOAc in hexanes as eluents)

Procedure

The title compound was prepared according to General Method 13 using 5-isopropyl-2-nitro-phenylamine (prepared in Example PP-1; 5.4 g, 30 mmol), sodium thiocyanate (14.6 g, 180 mmol), sodium bromide (3.7 g, 35.99 mmol), bromine (5.75 g, 36.0 mmol), and MeOH (100 mL). The crude reaction mixture was purified by flash silica gel chromatography (5%-50% EtOAc in hexanes as eluents). MS(APCI): 238 (M+H).

Source