Sodium Hydroxide → HCID 178420708, compound

Participants

Reaction Conditions

Reaction Steps

A solution-suspension of 2-cyano-6-[3-(2-quinolinylmethyloxy)phenoxymethyl]benzoxazole (660 mg, 1.62 mmol), sodium azide (316.3 mg, 4.86 mmol) and ammonium chloride (260.2 mg, 4.86 mmol) in DMF (11 ml) is heated to 110° C. for 5 hours and stirred at room temperature for 12 hours. The mixture is poured over ice-water and the pH adjusted to 10 with 1N NaOH. The aqueous mixture is washed with ether and the pH adjusted to 4 with 1N HCl. The precipitated solid is filtered and washed successively with water, ethanol and methylene chloride. Recrystallization from ethanol-DMF affords 5-(6-(3-(2-quinolinylmethyloxy)phenoxymethyl)benzoxazol-2-yl)tetrazole (M.P. 223-225° C. dec.).

Provenance & Evidence