Hydrochloric Acid → Ethyl 2,4-diethoxy-benzimidate hydrochloride

HRID 1582476Notes

Reaction equation

HRID 1582476 reaction equation
[ClH:1].[CH2:2]([O:4][C:5]1[CH:12]=[C:11]([O:13][CH2:14][CH3:15])[CH:10]=[CH:9][C:6]=1[C:7]#[N:8])[CH3:3].[CH2:16]([OH:18])[CH3:17]>>[ClH:1].[CH2:2]([O:4][C:5]1[CH:12]=[C:11]([O:13][CH2:14][CH3:15])[CH:10]=[CH:9][C:6]=1[C:7](=[NH:8])[O:18][CH2:16][CH3:17])[CH3:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 227211912,4-Diethoxybenzonitrile

Product 1

HCID 21896897Ethyl 2,4-diethoxy-benzimidate hydrochlorideYield 95%

Procedure

Hydrogen chloride gas was passed through a solution of 2,4-diethoxybenzonitrile (1.86 g, 9.7 mmol) in absolute ethanol (20 mL) in a pressure tube for 1 h at −10° C. The tube was sealed and stirred at room temperature for 12 d. Evaporation of the solvents and trituration of the residue in diethyl ether gave ethyl 2,4-diethoxy-benzimidate hydrochloride (2.53 g, 95%).

Workup

  1. customThe tube was sealed
  2. customEvaporation of the solvents and trituration of the residue in diethyl ether

Sources & evidence

ORD record
ord-a4c5c9177b1d4dedbc52af152a43de8b
Source dataset
uspto-grants-2004_05
Patent number
US06734302B2

Reaction notes

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