Hydrochloric Acid → 4-Fluorobenzimidic acid ethyl ester hydrochloride

HRID 1422056Notes

Reaction equation

HRID 1422056 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[ClH:10].[CH2:11]([OH:13])[CH3:12]>>[ClH:10].[F:1][C:2]1[CH:9]=[CH:8][C:5]([C:6](=[NH:7])[O:13][CH2:11][CH3:12])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 145174-Fluorobenzonitrile

Product 1

HCID 122821594-Fluorobenzimidic acid ethyl ester hydrochlorideYield 92%

Procedure

Into a solution of 4-fluorobenznitrile (50.9 g, 0.420 mol) in ethanol (500 mL) was blown hydrogen chloride to saturation under ice-cooling and the mixture was stirred at room temperature for 21 hours. The solvent was evaporated under reduced pressure and the obtained crystals were washed with ether and dried in vacuo to give ethyl 4-fluorobenzimidate hydrochloride as white crystals (78.8 g, 92%).

Workup

  1. temperaturecooling
  2. customThe solvent was evaporated under reduced pressure
  3. washthe obtained crystals were washed with ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-21e48446e8d948debcdc37e22b76d4f5
Source dataset
uspto-grants-2000_06
Patent number
US06080738

Reaction notes

Loading…