Ethanimidic acid, ethyl ester, hydrochloride (1:1) → 135410-04-7

HRID 1464268Notes

Reaction equation

HRID 1464268 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][CH3:10])=[CH:4][N:3]=1.Cl.[C:12](=[NH:17])(OCC)[CH3:13]>C(O)C>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]([CH3:10])[C:12](=[NH:17])[CH3:13])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 2724290Ethanimidic acid, ethyl ester, hydrochloride (1:1)HCID 110948836-Chloro-N-methyl-3-pyridinemethanamine

Product 1

HCID 19967185135410-04-7Yield 191.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 40 ml of ethanol was added 5.1 g of N-(2-chloro-5-pyridylmethyl)-N-Methylamine and then 4 g of ethyl acetimidate hydrochloride at 0° C. After stirring for an hour, the reaction mixture was allowed to warm to room temperature and stirred over night. The solvent was then distilled off. The obtained white residue was washed with diethyl ether to afford 7.3 g of the title compound m.p. 192°-197° C.

Workup

  1. customat 0° C
  2. stirringstirred over night
  3. distillationThe solvent was then distilled off
  4. washThe obtained white residue was washed with diethyl ether

Sources & evidence

ORD record
ord-f2fdee4c7308435e9c9b9449b0ee2875
Source dataset
uspto-grants-1994_04
Patent number
US05304566

Reaction notes

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