N'-(4-bromo-2-cyanophenyl)-N,N-dimethylmethanimidamide

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

Procedure: 5.0 g (19.9 mmol) of N′-(4-bromo-2-cyanophenyl)-N,N-dimethylformamidine and 3.09 g (21.9 mmol) of 5-amino-4-fluoro-2-methylphenol are suspended in 25 ml of acetic acid and heated under reflux for 1 h. The solid obtained after cooling is filtered off and washed with hexane. 4.02 g (58%) of the desired product are obtained. heated under reflux for 1 h The solid obtained after cooling is filtered off washed with hexane

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

Procedure: 6.0 g (23.9 mmol) of N′-(4-bromo-2-cyanophenyl)-N,N-dimethylformamidine and 3.24 g (26.3 mmol) of 2-amino-4-hydroxytoluene are suspended in 40 ml of acetic acid and heated under reflux for 1 h. The resulting mixture is cooled and then added to 100 ml of water and extracted with ethyl acetate. The combined organic phases are washed with water and sat. aqueous sodium chloride solution and dried over sodium sulphate, and the solvent is evaporated. 8.0 g (100%) of the desired product are obtained. heated under reflux for 1 h The resulting mixture is cooled extracted with ethyl acetate The combined organic phases are washed with water and sat. aqueous sodium chloride solution dried over sodium sulphate the solvent is evaporated

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

Procedure: 59 g (300 mmol) of 2-cyano-4-bromoaniline are suspended in 35 ml of dimethylformamide dimethyl acetal (780 mmol) and heated under reflux for 1.5 h. The resulting mixture is cooled and then 300 ml of hexane are added. The resulting solid is filtered off and washed with hexane. 64.5 g (85%) of the desired product are obtained. heated under reflux for 1.5 h The resulting mixture is cooled The resulting solid is filtered off washed with hexane