2,3-dichlorobenzamide

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2,3-Dichlorobenzamide (4.96 g, 26.1 mmol) and dimethylformamide dimethylacetal (10 mL) were heated at reflux for 1.5 hours, allowed to cool to room temperature, concentrated under reduced pressure, and the residue was partitioned between diethyl ether and water. The organic phase was washed with water (2×), saturated sodium chloride, dried with sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography eluting with ethyl acetate to provide the title compound. MS (DCI/NH3) m/z 245 (M+H)+. at reflux for 1.5 hours concentrated under reduced pressure the residue was partitioned between diethyl ether and water The organic phase was washed with water (2×), saturated sodium chloride dried with sodium sulfate filtered the filtrate was concentrated under reduced pressure The residue was purified by flash chromatography eluting with ethyl acetate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2,3-Dichlorobenzamide (4.96 g, 26.1 mmol) and dimethylformamide dimethylacetal (10 mL) were heated at reflux for 1.5 hours, allowed to cool to room temperature, concentrated under reduced pressure, and the residue was partitioned between diethyl ether and water. The organic phase was washed with water (2×), saturated sodium chloride, dried with sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography eluting with ethyl acetate to provide the title compound. MS (DCI/NH3) m/z 245 (M+H)+. at reflux for 1.5 hours concentrated under reduced pressure the residue was partitioned between diethyl ether and water The organic phase was washed with water (2×), saturated sodium chloride dried with sodium sulfate filtered the filtrate was concentrated under reduced pressure The residue was purified by flash chromatography eluting with ethyl acetate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: starting from 2,3-dichlorobenzamide and triethyloxonium tetrafluoroborate there is obtained ethyl 2,3-dichlorobenzimidate as an oil; mass spectrum: 216 (16), 189 (20), 182 (9), 173 (100), 172 (56);