Reaction #1135839

Reaction equation

N-cyclopropyl-2-nitroaniline

ammonium formate

→

N1-cyclopropylbenzene-1,2-diamine

Yield 97.4%

Solvents

methanol

Conditions

Workup

1. 1
   TemperatureThe mixture was heated
2. 2
   Temperatureto reflux under a nitrogen atmosphere overnight
3. 3
   Filtrationfiltered
4. 4
   ConcentrationThe filtrate was concentrated
5. 5
   Otherpurified by biotage column chromatography

Procedure

To a solution of N-cyclopropyl-2-nitroaniline (365 mg, 2.05 mmol) and ammonium formate (516 mg, 8.2 mmol) in methanol was added catalytic amount of palladium on carbon (5%). The mixture was heated to reflux under a nitrogen atmosphere overnight and filtered. The filtrate was concentrated and purified by biotage column chromatography to give N1-cyclopropylbenzene-1,2-diamine (296 mg)

Source