反应详情

温度

67.5 °C

In a 3 L reactor fitted with mechanical stirring, reflux condenser, thermometer and nitrogen inlet, KOH (72.46 g) was dissolved in ethanol (250 ml) and water (250 ml). 4-Amino-3-nitrobenzoic acid (100 g) was added and the orange suspension was heated to 65-70° C. within 30 minutes. The resulting suspension was stirred at the same temperature for 45 minutes and cooled to 0° C.±5° C. within 30 minutes. A commercially available (13% w/w) solution of sodium hypochlorite (448.93 g) was added drop wise within 1.5 hours at 0° C.±5° C. The reaction mixture was stirred at the same temperature for 2 hours and controlled by TLC (CHCl3 100/acetone 2/acetic acid 1). Water (350 ml) was added within 15 minutes at 0° C.±5° C. to give a fine yellow suspension. The reaction mixture was then acidified with a 6N HCl solution (239 ml) until 0.5<pH<1 was reached. Sodium chloride (58.44 g) was added and the resulting suspension was stirred at 0° C.±5° C. for 1.5 hours under nitrogen. The solid was collected by filtration, washed with 3×400 ml water and dried (40° C., 30 mbars, 12 hours) to yield 83.6 g (88.8% yield) of [2,1,3]-benzoxadiazole-5-carboxylic acid N-oxide.

1. customIn a 3 L reactor fitted with mechanical stirring
2. temperaturereflux condenser
3. temperaturecooled to 0° C.±5° C. within 30 minutes
4. stirringThe reaction mixture was stirred at the same temperature for 2 hours
5. customto give a fine yellow suspension
6. stirringthe resulting suspension was stirred at 0° C.±5° C. for 1.5 hours under nitrogen
7. filtrationThe solid was collected by filtration
8. washwashed with 3×400 ml water
9. customdried (40° C., 30 mbars, 12 hours)