Hydrochloric Acid → Ethyl 4-bromobenzimidate hydrochloride

HRID 1047304Notes

Reaction equation

HRID 1047304 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 hydrochlorideYield 99%

Procedure

A solution of 4-bromobenzonitrile (17.65 g, 97 mmol) in ethanol (500 mL) was acidified with hydrogen chloride gas at 0° C. for fifteen minutes. The solution was allowed to stir for 16 h. The solution was condensed under reduced pressure to afford the title compound (25.35 g, 99%). MS (ESI) m/z 228.1 [M]+, 230.4 [M+2]+.

Workup

  1. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-3b21494f3b9542b29a5535197a7bf9e5
Source dataset
uspto-grants-2013_10
Patent number
US08569494B2

Reaction notes

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