Reaction #51763

Reaction equation

5-tert-butyl-2-nitro-phenylamine

ammonium thiocyanate

bromine

→

title compound

5-tert-Butyl-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 the General Method 13 using 5-tert-butyl-2-nitro-phenylamine (prepared in Example PP-2; 170 g, 876 mmol), ammonium thiocyanate (400 g, 5260 mmol), bromine (140 g, 876 mmol), and MeOH (500 mL). The crude reaction mixture was purified by flash silica gel chromatography (5%-50% EtOAc in hexanes as eluents). MS(APCI): 252 (M+H).

Source