Lactic Acid → N,N'-1,2-ethanediylbislactamide
Reaction equation
[C:1]([OH:6])(=O)[CH:2]([CH3:4])[OH:3].[CH2:7]([NH2:10])[CH2:8][NH2:9]>O>[CH2:7]([NH:10][C:1](=[O:6])[CH:2]([CH3:4])[OH:3])[CH2:8][NH:9][C:1](=[O:6])[CH:2]([CH3:4])[OH:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 125 °C
Procedure
Lactic acid (441 g; 4.90 moles) was placed in a reaction flask equipped with a distillation head. Under a nitrogen atmosphere, ethylene diamine (147 g; 2.45 moles) was slowly added with stirring to the reaction flask. During the course of the addition, the reaction mixture turned a deep orange and the temperature reached 140° C. The reaction mixture was then heated at 150° C. overnight with the water being removed by distillation. The reaction mixture was allowed to cool to 125° C. then it was poured into an aluminum pan and allowed to cool to ambient temperature. to provide 468 g of crude product. This material was recrystallized from methanol (1.9 L) to provide N,N'-1,2-ethanediylbislactamide, m.p. 188° C.