Ethanimidic acid, ethyl ester, hydrochloride (1:1) → N-((6-chloropyridin-3-yl)methyl)-N-methylethanimidamide hydrochloride
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]=1Participants
4
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
- customat 0° C
- stirringstirred over night
- distillationThe solvent was then distilled off
- 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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