Ammonium Chloride → 10567-33-6

HRID 869005Notes

Reaction equation

HRID 869005 reaction equation
C(O[C:4](=[NH:11])[CH2:5][CH2:6][C:7]([O:9][CH3:10])=[O:8])C.[Cl-:12].[NH4+:13]>C(O)C>[ClH:12].[NH2:13][C:4](=[NH:11])[CH2:5][CH2:6][C:7]([O:9][CH3:10])=[O:8]

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 55267882HCID 55267882, compound

Product 1

HCID 1230032910567-33-6Yield 71.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl 4-ethoxy-4-iminobutanoate (1.34 g, 8.4 mmol) in ethanol (25 mL) was added ammonium chloride (450 mg, 8.4 mmol), and the reaction mixture was heated at reflux for 16 h. The reaction was then cooled to room temperature and filtered, and the filtrate was concentrated to provide methyl 4-amino-4-iminobutanoate hydrochloride (1 g) as a white solid. MS (ESI): m/z 131 [M+H]+.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for 16 h
  3. filtrationfiltered
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-6c609bfa631c431ebf1fd13163fa7953
Source dataset
uspto-grants-2015_03
Patent number
US08969349B2

Reaction notes

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