Hydrochloric Acid → Ethyl 4-bromobenzimidate hydrochloride

HRID 855800Notes

Reaction equation

HRID 855800 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]>>[ClH:10].[Br: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 12162Benzonitrile, 4-bromo-

Product 1

HCID 19017302Ethyl 4-bromobenzimidate hydrochloride

Procedure

A cold solution (0° C.) of 4-bromobenzonitrile (1 g, 5.5 mmol) in ethanol (25 mL) was saturated with dry HCl(g). The mixture was then stirred at room temperature for 18 hours, after which FT-IR showed complete disappearance of the nitrile. The solution was concentrated to dryness, and further dried in vacuo. The ethyl 4-bromobenzimidate hydrochloride thus obtained was used in the synthesis of compounds 145, 146, 150, and 151.

Workup

  1. concentrationThe solution was concentrated to dryness
  2. customfurther dried in vacuo

Sources & evidence

ORD record
ord-c256b8f28f7c482faf2a12a7ce338871
Source dataset
uspto-grants-2007_08
Patent number
US07262223B2

Reaction notes

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