Sodium Hydroxide → 4-Bromo-2-hydrazinylpyridine

Participants

Reaction Steps

To a stirring solution of hydrazine monohydrate (16 mL) was added 4-bromo-2-fluoropyridine (3.4 mL, 33.1 mmol). After stirring for 23 hours at room temperature, 4M NaOH (15 mL) and water (30 mL) were added, and the thick suspension was stirred vigorously for 15 minutes. The precipitated solids were filtered off and dried to give the product. 1H NMR (400 MHz, CDCl3) δ 7.91 (d, J=5.4 Hz, 1H), 6.97 (d, J=1.3 Hz, 1H), 6.80 (dd, J=5.4, 1.5 Hz, 1H), 6.05 (br s, 1H), 3.65 (br s, 2H).

Provenance & Evidence