反应详情

温度

95 °C

4-Amino-3-fluoro-5-nitro-2-o-tolylamino-benzoic acid methyl ester 5a (1.57 g, 4.92 mmol), formic acid (25 mL, 26.5 mmol) and 20% Pd(OH)2/C (1.57 g, 2.95 mmol) in 25 mL EtOH are heating with stirring to 95° C. After 16 hours, the reaction mixture is cooled to room temperature and 0.5 g 20% Pd(OH)2/C and 10 mL formic acid added. The reaction mixture is heated to 95° C. with stirring. After 16 hours, the reaction mixture is cooled to room temperature and filtered through Celite rinsing with EtOH. The filtrate is concentrated under reduced pressure until the desired product precipitates. The desired product is collected by filtration. The filtrate is concentrated again until more desired product precipitates. The product is collected by filtration. Repeated EtOH concentration, product filtration several times. Recovered 1.09 g (74%) pure desired product: MS APCI (+) m/z 300 (M+1) detected; MS APCI (−) m/z 298 (M−1) detected.

1. temperaturethe reaction mixture is cooled to room temperature
2. temperatureThe reaction mixture is heated to 95° C.
3. stirringwith stirring
4. waitAfter 16 hours
5. temperaturethe reaction mixture is cooled to room temperature
6. filtrationfiltered through Celite
7. washrinsing with EtOH
8. concentrationThe filtrate is concentrated under reduced pressure until the desired product
9. customprecipitates
10. filtrationThe desired product is collected by filtration
11. concentrationThe filtrate is concentrated again until more desired product
12. customprecipitates
13. filtrationThe product is collected by filtration
14. concentrationRepeated EtOH concentration, product filtration several times
15. customRecovered 1.09 g (74%) pure desired product