Hydrochloric Acid → HCID 12282158, compound

HRID 1167287Notes

Reaction equation

HRID 1167287 reaction equation
Cl.[Cl:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1.[CH2:11]([OH:13])[CH3:12]>>[ClH:2].[Cl:2][C:3]1[CH:10]=[CH:9][C:6]([C:7](=[NH:8])[O:13][CH2:11][CH3:12])=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 702EthanolHCID 121634-Chlorobenzonitrile

Product 1

HCID 12282158HCID 12282158, compoundYield 83%

Conditions

Temperature
0 °C

Procedure

Hydrogen chloride gas was passed through a solution of 4-chloro-benzonitrile (1.0 g, 7.3 mmol) in anhydrous ethanol (100 mL) cooled to 0° C. After 3 h, hydrogen chloride gas was stopped and the reaction mixture was stirred at room temperature for 16 h. The solvent was removed and the residue was triturated in diethyl ether to afford ethyl 4-chloro-benzimidate hydrochloride (1.12 g, 83%). It was used without further purification.

Workup

  1. customThe solvent was removed
  2. customthe residue was triturated in diethyl ether

Sources & evidence

ORD record
ord-19d8b8debcff4ce1b671e2307213eea6
Source dataset
uspto-grants-2003_09
Patent number
US06617346B1

Reaction notes

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