Reaction #355736

Reaction equation

4-fluoro-2-methyl-nitrobenzene

2-(2-aminoethylamino)ethanol

K2CO3

N-methylpyrrolidinone

→

2-[2-(4-nitro-3-methylphenylamino)ethylamino]ethanol

Yield 42.1%

Solvents

water

Conditions

Workup

1. 1
   Temperatureafter cooling to room temperature
2. 2
   OtherThe yellow precipitate formed
3. 3
   Filtrationwas filtered off
4. 4
   Dryingdried over P2O5

Procedure

2 g of 4-fluoro-2-methyl-nitrobenzene, 1.61 g of 2-(2-aminoethylamino)ethanol and 2.14 g of K2CO3 were added to a solution of 20 ml of N-methylpyrrolidinone. The reaction medium was heated at 60° C. for 7 hours and, after cooling to room temperature, was then poured into a water and ice mixture. The yellow precipitate formed was filtered off, reslurried in water and then dried over P2O5. 1.3 g of 2-[2-(4-nitro-3-methylphenylamino)ethylamino]ethanol (7) were obtained.

Source