Ethyl 4-bromobenzimidate hydrochloride → Ethyl 4-bromobenzene-1-carboximidate

HRID 385750Notes

Reaction equation

HRID 385750 reaction equation
Cl.[Br:2][C:3]1[CH:13]=[CH:12][C:6]([C:7](=[NH:11])[O:8][CH2:9][CH3:10])=[CH:5][CH:4]=1>CCO>[Br:2][C:3]1[CH:4]=[CH:5][C:6]([C:7](=[NH:11])[O:8][CH2:9][CH3:10])=[CH:12][CH:13]=1

Participants

3

Reactant 1

HCID 19017302Ethyl 4-bromobenzimidate hydrochloride

Product 1

HCID 10466301Ethyl 4-bromobenzene-1-carboximidate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Into a 3000 mL 3-necked flask was placed EtOH (2000 mL). To this was added sequentially Na (7.13 g, 310 mmol) and ethyl 4-bromobenzimidate hydrochloride (82 g, 310 mmol). The resulting solution was allowed to stir for two hours at room temperature, and filtered. The filtrate was evaporated to afford ethyl 4-bromobenzenecarboximidoate as a white solid.

Workup

  1. customInto a 3000 mL 3-necked flask was placed
  2. filtrationfiltered
  3. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-1e485ae0b4044980a5196007bf263f41
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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