Ammonia → 10567-33-6

HRID 1605846Notes

Reaction equation

HRID 1605846 reaction equation
[ClH:1].[C:2]([CH2:6][CH2:7][C:8](=[NH:11])OC)([O:4][CH3:5])=[O:3].[NH3:12]>CO>[ClH:1].[C:2]([CH2:6][CH2:7][C:8]([NH2:11])=[NH:12])([O:4][CH3:5])=[O:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 12300323Methyl 4-imino-4-methoxybutanoate--hydrogen chloride (1/1)

Product 1

HCID 1230032910567-33-6Yield 51.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 16.5 g. (0.09 mole) of methyl β-carbomethoxypropionimidate hydrochloride in 20 ml. of methanol at ice bath temperatures is added 12 ml. of the same solvent containing 1.7 g. of dissolved ammonia gas. The reaction mixture is allowed to stir at room temperature for 2 hrs., followed by filtration of some insoluble material and concentration of the filtrate to near dryness. The residual white solids are treated with ethanol, filtered and dried, 7.8 g. (51.5% yield), m.p. 132°-134° C.

Workup

  1. additionTo a suspension of 16.5 g
  2. additionof the same solvent containing 1.7 g
  3. filtration, followed by filtration of some insoluble material and concentration of the filtrate
  4. additionThe residual white solids are treated with ethanol
  5. filtrationfiltered
  6. customdried

Sources & evidence

ORD record
ord-4efd7f520a38456c8112e8c1637ad8a9
Source dataset
uspto-grants-1976_04
Patent number
US03951952

Reaction notes

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