3-Bromobenzamidine hydrochloride

off-white to white powder

4.2.17 1. 18 g (22 mmol, 2 equiv.) ammonium chloride are suspended in 40 ml of dry toluene under an argon atmosphere, and the mixture is cooled to 0°C. 11 ml (22 mmol, 2 equiv. ) of a 2M solution of trimethylaluminium in hexane are added dropwise, and the reaction mixture is stirred at room temperature until no more evolution of gas is observed. After addition of 2.0 g (11 mmol, 1 equiv. ) 3-bromobenzonitrile, the mixture is stirred at 80°C bath temperature over night. It is then cooled down to 0°C, and 50 ml of methanol are added with subsequent stirring for 1 hour at room temperature. After filtration, the solid is washed with methanol for several times, the solution is evaporated to dryness in vacuo and the residue washed with methanol. Yield: 2.02 g (78percent) H-NMR (DMSO-d6, 300 MHz): 8 = 7.6 (m, 1H), 7. 8 (m, 1H), 8.0 (m, 1H), 8.1 (s, 1H) ppm.EXAMPLE 3A

Molecular Weight:235.51
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:233.95594
Monoisotopic Mass:233.95594
Topological Polar Surface Area:49.9
Heavy Atom Count:11
Complexity:136
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes