N,N'-bis(2,4,6-trimethylphenyl)methanimidamide

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

Procedure: Pyridine (2 mL) was added to a round bottom flask charged with N,N′-dimesitylformamidine hydrochloride (0.27 g, 0.85 mmol). The solution was stirred for 5 minutes then diluted with water (10 mL), whereupon crude product precipitated. The precipitate was collected by vacuum filtration, washed with cold hexanes (5 mL) and dried in vacuo to afford N,N′-dimesitylformamidine (0.24 g, 84%) as a colorless powder. precipitated The precipitate was collected by vacuum filtration washed with cold hexanes (5 mL) dried in vacuo

Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: According to method B1, dichloroethane (1.36 mL) was added to a schlenk flask charged with N,N′-dimesitylformamidine (0.5 g, 1.78 mmol). The tube was evacuated until solvent began to bubble and then sealed and heated with stirring to 120° C. for 24 hours. The reaction mixture was then cooled, added to toluene (40 mL) and then brought to reflux. While still hot, the precipitate was collected by vacuum filtration, washed with toluene (5 mL) and dried in vacuo to afford 1,3-dimesitylimidazolinium chloride (0.3 g, 49%) as a light peach powder. was added to a schlenk flask The tube was evacuated until solvent to bubble sealed heated The reaction mixture was then cooled added to toluene (40 mL) to reflux While still hot, the precipitate was collected by vacuum filtration washed with toluene (5 mL) dried in vacuo

Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: According to method B1, dichloroethane (1.36 mL) was added to a schlenk flask charged with N,N′-dimesitylformamidine (0.5 g, 1.78 mmol). The tube was evacuated until solvent began to bubble and then sealed and heated with stirring to 120° C. for 24 hours. The reaction mixture was then cooled, added to toluene (40 mL) and then brought to reflux. While still hot, the precipitate was collected by vacuum filtration, washed with toluene (5 mL) and dried in vacuo to afford 1,3-dimesitylimidazolinium chloride (0.3 g, 49%) as a light peach powder. was added to a schlenk flask The tube was evacuated until solvent to bubble sealed heated The reaction mixture was then cooled added to toluene (40 mL) to reflux While still hot, the precipitate was collected by vacuum filtration washed with toluene (5 mL) dried in vacuo

Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: According to method A1, diisopropylethylamine (0.34 mL, 1.96 mmol) was added to a stirred solution of N,N′-dimesitylformamidine (0.5 g, 1.78 mmol) and dichloroethane (1.36 mL, 17.8 mmol) in a schlenk tube. The tube was evacuated until solvent began to bubble and then sealed and heated to 120° C. for 24 hours. The reaction mixture was then cooled, added to toluene (40 mL) and then brought to reflux. While still hot, the precipitate was collected by vacuum filtration, washed with toluene (5 mL) and dried in vacuo to afford 1,3-dimesitylimidazolinium chloride (0.56 g, 92%) as a light peach powder. The tube was evacuated until solvent to bubble sealed The reaction mixture was then cooled added to toluene (40 mL) to reflux While still hot, the precipitate was collected by vacuum filtration washed with toluene (5 mL) dried in vacuo