Ethyl 2-phenylacetimidate hydrochloride → HCID 178426835, compound

HRID 1654852Notes

Reaction equation

HRID 1654852 reaction equation
[NH2:1][C:2]1[C:7]([O:8][CH2:9][C:10]2[C:15]([Cl:16])=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:17])=[CH:6][CH:5]=[C:4]([CH3:18])[N:3]=1.Cl.[C:20]1([CH2:26][C:27](=[NH:31])OCC)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(O)C>[ClH:16].[Cl:17][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([Cl:16])[C:10]=1[CH2:9][O:8][C:7]1[C:2]([NH:1][C:27](=[NH:31])[CH2:26][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[N:3][C:4]([CH3:18])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 12218775Ethyl 2-phenylacetimidate hydrochlorideHCID 18923560HCID 18923560, compound

Product 1

HCID 178426835HCID 178426835, compoundYield 30.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-amino-3-(2,6-dichlorobenzyloxy)-6-methyl-pyridine (5.66 g, 20 mmol) and ethyl phenylacetimidate hydrochloride (4.39 g, 22 mmol) in ethanol (80 ml) was heated under reflux for 2 hours. Evaporation of the solvent gave a residue which was purified by chromatography (silica, chloroform/methanol) and recrystallisation from ethanol/ether to obtain the product (1.34 g), m.p. 217°-218° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. customEvaporation of the solvent
  4. customgave a residue which
  5. customwas purified by chromatography (silica, chloroform/methanol) and recrystallisation from ethanol/ether

Sources & evidence

ORD record
ord-3ee2d76314864aa9b72c556ce8e552f5
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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