Ammonia → N~2~-(2,6-Dimethylphenyl)glycinamide

HRID 436237Notes

Reaction equation

HRID 436237 reaction equation
C[O:2][C:3](=O)[CH2:4][NH:5][C:6]1[C:11]([CH3:12])=[CH:10][CH:9]=[CH:8][C:7]=1[CH3:13].[NH3:15]>CO>[CH3:13][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]([CH3:12])[C:6]=1[NH:5][CH2:4][C:3]([NH2:15])=[O:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 12491479HCID 12491479, compound

Product 1

HCID 15572228N~2~-(2,6-Dimethylphenyl)glycinamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

22.3 g of 2,6-dimethylanilinoacetic acid methyl ester are dissolved in 150 ml of absolute methanol and dry ammonia is passed in with stirring until the solution is saturated. In the course thereof the temperature rises to 37° C. The reaction mixture is left to stand overnight. It is then concentrated in vacuo to leave as residue a yellow oil which crystallises on scratching. Recrystallisation from toluene yields 15.3 g of 2,6-dimethylanilino acetic acid amide which melts at 89°-92° C.

Workup

  1. customrises to 37° C
  2. waitThe reaction mixture is left
  3. concentrationIt is then concentrated in vacuo
  4. customto leave as residue a yellow oil which
  5. customcrystallises
  6. customRecrystallisation from toluene

Sources & evidence

ORD record
ord-8919d174d8884672ae0c484b7d116028
Source dataset
uspto-grants-1977_02
Patent number
US04008066

Reaction notes

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