反应详情

To a suspension of 2-amino-3-bromo-5-chlorobenzaldehyde (3.0 g, 12.8 mmol) in a water (4 mL) and hydrochloric acid (4 mL) mixture at 0° C. was added a solution of sodium nitrite (1.1 g, 16.0 mmol) in water (ca. 2 mL) dropwise. After 30 min, the ice bath was removed and the reaction stirred at room temperature for 30 min forming a white suspension. The solids were removed by filtration. The mother liquor was cooled to 0° C. and treated with sodium azide (0.8 g, 12.8 mmol) in water (2.0 mL). The ice bath was removed and stirring was continued for 30 min. The resulting solid was collected by filtration and dried in vacuo for several hours to afford 2.6 g (76%) as a white solid. 1H-NMR (CDCl3, 500 MHz) δ 10.30 (s, 1H), 7.78 (d, J=2.4 Hz, 1H), 7.77 (d, J=2.5 Hz, 1H).

1. customthe ice bath was removed
2. customforming a white suspension
3. customThe solids were removed by filtration
4. temperatureThe mother liquor was cooled to 0° C.
5. customThe ice bath was removed
6. stirringstirring
7. waitwas continued for 30 min
8. filtrationThe resulting solid was collected by filtration
9. customdried in vacuo for several hours
10. customto afford 2.6 g (76%) as a white solid