反应详情

A solution of N-ethyl anthranilic acid (12.0g; 0.073 mole) in acetic acid (37 ml) and acetic anhydride (37ml) was refluxed for 4 hrs. The red solution was cooled, poured onto crushed ice and made alkaline with aqueous sodium hydroxide. After filtering the yellow filtrate was neutrallised with concentrated hydrochloric acid (pH 5) and the yellow solid filtered and washed with water. Recrystallisation from acetic acid in the presence of charcoal gave the title compound as an orange solid, m.p. 273°-275°C. (Found: C, 69.85; H, 6.04; N, 7.29; C11H11NO2 requires: C, 69.83; H, 5.86; N, 7.40%).

1. temperatureThe red solution was cooled
2. additionpoured
3. customonto crushed ice
4. filtrationAfter filtering the yellow filtrate
5. filtrationthe yellow solid filtered
6. washwashed with water
7. customRecrystallisation from acetic acid in the presence of charcoal