Reaction #985264

Reaction equation

dimethyl-5-nitroisophthalate

ethanolamine

→

N,N′-bis(2-hydroxyethyl)-5-nitro-1,3-benzenedicarboxamide

Yield 67.3%

Solvents

methanol

Conditions

Workup

1. 1
   Temperaturewas refluxed for 48 hours
2. 2
   OtherThe solvent was removed by evaporation under reduced pressure
3. 3
   OtherThe crude product was purified by crystallization from EtOAC

Procedure

A solution containing dimethyl-5-nitroisophthalate (23.9 g, 100 mmol) and ethanolamine (13.4 g, 220 mmol) in methanol (300 mL) was refluxed for 48 hours. The solvent was removed by evaporation under reduced pressure. The crude product was purified by crystallization from EtOAC:MeOH 1 ml v/v) to afford 20.0 g of pure N,N′-bis(2-hydroxyethyl)-5-nitro-1,3-benzenedicarboxamide as white crystals. m.p.=151.3-151.4° C., uncorrected

Source