Nitric Acid → HCID 10308522, compound

Participants

Reaction Conditions

Reaction Steps

N-((3-Cyanophenyl)guanidine.HNO3. To a solution of 3-aminobenzonitrile (3.31 g, 28 mmol) in ETOH (28 mL) was added cyanamide (2.5 mL of a 50% w/w solution in water). HNO3 (1.98 mL, 14.2 M) is added dropwise. The mixture was heated at an oil bath temperature of 100° C. for about 3 hours. The flask was allowed to cool to RT. Et2O (20 mL) was added and the solids isolated by filtration. The solids were dried under vacuum (1 torr) for about 18 hours to give the title compound as a beige powder (2.9 g, 46%). 1H-NMR (300 MHz, d6-DMSO) δ 9.80 (s, 1H), 7.77 (m, 2H), 7.69-7.57 (m, 6H); MS (ESI) (M+H)+ 161.

Provenance & Evidence