Reaction #4335

Reaction equation

4,5-dichloro-2-nitro-N-β-aminoethylaniline

monoethanolamine

→

2-chloro-5-β-aminoethylamino-4-nitro-N-(β-hydroxyethyl)aniline

Solvents

water

Conditions

Workup

1. 1
   OtherAn impurity is precipitated
2. 2
   workup.ADDITIONby adding hydrochloric acid
3. 3
   Otheris removed by filtration
4. 4
   OtherThe expected product precipitates
5. 5
   FiltrationAfter filtration
6. 6
   Otherdrying
7. 7
   Otherit is purified as its hydrochloride
8. 8
   Otherbefore being recrystallized from alcohol

Procedure

0.04 mole (10 g) of 4,5-dichloro-2-nitro-N-β-aminoethylaniline prepared in the 1st stage is heated in 40 ml of monoethanolamine for 30 minutes to 100° C. The reaction mixture is diluted with 450 ml of iced water. An impurity is precipitated by adding hydrochloric acid and is removed by filtration. The filtrate is made alkaline with concentrated sodium hydroxide solution. The expected product precipitates. After filtration and drying, it is purified as its hydrochloride before being recrystallized from alcohol. It melts at 160° C.

Source