Reaction #955959

Reaction equation

1,2-bis((2-ethylhexyl)oxy)-4,5-dinitrobenzene

hydrazine monohydrate

→

product

4,5-bis((2-ethylhexyl)oxy)benzene-1,2-diamine

Solvents

ethanol

Conditions

Workup

1. 1
   OtherA 250 mL 3-neck round bottom flask fitted with a condenser
2. 2
   TemperatureThe mixture is warmed
3. 3
   Temperatureto reflux under nitrogen overnight
4. 4
   FiltrationThe mixture is filtered while hot under a nitrogen blanket
5. 5
   OtherA solid is precipitated out
6. 6
   Temperatureupon cooling
7. 7
   Washwashed with methanol
8. 8
   Otherdried overnight under vacuum

Procedure

A 250 mL 3-neck round bottom flask fitted with a condenser is charged with 1,2-bis((2-ethylhexyl)oxy)-4,5-dinitrobenzene (8.9 g, 0.021 mol), hydrazine monohydrate (11.6 g, 0.231 mol), Pd/C (0.27 g), and ethanol (100 mL). The mixture is warmed to reflux under nitrogen overnight. The mixture is filtered while hot under a nitrogen blanket. A solid is precipitated out upon cooling, washed with methanol and dried overnight under vacuum to yield the product as a white solid.

Source