Dimethylformamide → 5-(2-Bromophenyl)-1H-tetrazole

Participants

Reaction Conditions

Reaction Steps

A mixture of 546 mg (3.0 mmol) of 4-(bromo)benzonitrile, 227 mg (3.5 mmol) of sodium azide and 187 mg (3.5 mmol) of NH4Cl in 5 mL of DMF was stirred at 100° C. for 20 h. The mixture was cooled and concentrated. The residue was dissolved in 20 mL of H2O and the pH adjusted to 2 with 2 N HCl solution. The solid that precipitated was filtered, rinsed with H2O, then ether and dried to afford 395 mg (58%) of the title compound: El-MS 226+224 (20%, M+H), 198+196 (100%, M−N2+H).

Provenance & Evidence