Benzenecarboximidamide, 4-chloro-, hydrochloride (1:1)

White solid

Into a 50 mL dry reaction flask charged with 1 M LiHMDS in THF (22 mmol), p- chlorobenzonitrile (2.76 g, 20.0 mmol) in 2 mL of THF is added, and the reaction mixture is kept stirring at RT for 4 h, at which point 5-6 N HCI (in/PrOH, 15 mL) is added. The crude reaction mixture is kept at 0 Hydrogen chloride gas was passed through a solution of 4-chlorobenzonitrile (9b, 25.0 g) in chloroform (350 mL) and ethanol (100 mL) at −78 °C for 0.5 h. Then the solution was warmed up to room temperature, and stirred at room temperature overnight. The solution was evaporated in vacuo, and the resulting residue was dissolved with ethanol (500 mL). To the solution was added ammonium carbonate (90.0 g), and the reaction mixture was stirred at room temperature for 3 days. To the mixture was added water (300 mL), and ethanol was removed by concentration in vacuo. The resulting solid was collected by filtration, washed with water and dried in vacuo to give 12b (25.4 g, 71percent) as a white solid: EXAMPLE V To a stirred solution of 56.4 g. of sodium metal in one liter of absolute ethanol there is added 156 g. of

Molecular Weight:191.05
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:190.0064537
Monoisotopic Mass:190.0064537
Topological Polar Surface Area:49.9
Heavy Atom Count:11
Complexity:128
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes