Hydrochloric Acid → Hydrochloric Acid

HRID 1434673Notes

Reaction equation

HRID 1434673 reaction equation
[Br: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]>>[CH2:11]([O:13][C:6](=[NH:7])[C:5]1[CH:8]=[CH:9][C:2]([Br:1])=[CH:3][CH:4]=1)[CH3:12].[ClH:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 12162Benzonitrile, 4-bromo-

Product 2

HCID 313Hydrochloric AcidHCID 10466301Ethyl 4-bromobenzene-1-carboximidate

Procedure

A solution of 4-bromo-benzonitrile (58 mmol) in ethanol (200 mL) at 0° C. was bubbled through with HCl gas for 30 min and the resulting solution was stirred from 0° C. to room temperature over the weekend. After the reaction mixture was concentrated in vacuo, the residue was suspended in ether and the solid was filtered to give of 4-bromo-benzimidic acid ethyl ester as HCl salt (47 mmol).

Workup

  1. concentrationAfter the reaction mixture was concentrated in vacuo
  2. filtrationthe solid was filtered

Sources & evidence

ORD record
ord-119bc5ff0bc4484992e95d62fcb91d4b
Source dataset
uspto-grants-2009_11
Patent number
US07615569B2

Reaction notes

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