Hydrochloric Acid → Ethyl 3-Iodobenzimidate hydrochloride

Reaction equation

[ClH:1].[I:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6]#[N:7].[CH2:11]([OH:13])[CH3:12]>>[ClH:1].[I:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6](=[NH:7])[O:13][CH2:11][CH3:12]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 702Ethanol

HCID 1443413-Iodobenzonitrile

Product 1

HCID 21071767Ethyl 3-Iodobenzimidate hydrochloride

Procedure

Hydrogen chloride gas was bubbled into a solution of 3-iodobenzonitrile (2.00 g, 8.73 mmol) in 20 mL of absolute ethanol for 30 min at room temperature. The resultant solution was kept at room temperature for 48 h, and was then concentrated under reduced pressure. The residue was triturated with diethyl ether, collected and dried in vacuo to afford the product as a white powder.