Methylamine → 2-Acetamido-3-(methylamino)propanoic acid

HRID 1721822Notes

Reaction equation

HRID 1721822 reaction equation
[C:1]([NH:4][C:5](=[CH2:9])[C:6]([OH:8])=[O:7])(=[O:3])[CH3:2].[CH3:10][NH2:11]>O>[C:1]([NH:4][CH:5]([CH2:9][NH:11][CH3:10])[C:6]([OH:8])=[O:7])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 794822-Acetamidoacrylic acid

Product 1

HCID 177886452-Acetamido-3-(methylamino)propanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.31 g of 2-acetamidoacrylic acid was stirred in 200 ml of 40% methylamine in water at 40° C. for 80 hours. Excess methylamine and water were evaporated under reduced pressure, and the residue was held under high vacuum overnight. The residue was recrystallized from a 1:1 v:v mixture of ether and methanol and dried to give 2-acetylamino-3-(methylamino)propionic acid (38A) as a white solid, m.p.: 166.5°-168.5° C. (with decomposition).

Workup

  1. customExcess methylamine and water were evaporated under reduced pressure
  2. customwas held under high vacuum overnight
  3. customThe residue was recrystallized from a 1:1 v
  4. additionv mixture of ether and methanol
  5. customdried

Sources & evidence

ORD record
ord-e6ce056ad4fc4045830519038b669b48
Source dataset
uspto-grants-1989_08
Patent number
US04853027

Reaction notes

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