反应详情

A mixture of acetic anhydride (66.0 ml) and formic acid (45.0 ml) was stirred and heated at 50°-60° under nitrogen for 2 hours and then cooled to ambient temperature. 1-(4-Fluoro-2-methylaminophenyl)-2-methylsulphinylethanone (69.0 g), prepared in a similar manner to that described in Example 1, was added slowly below 30° and the mixture stirred for a further 2 hours. The mixture was cooled in an ice/salt bath to 0° and water (500 ml) added whilst maintaining the temperature below 30°. The mixture was filtered and the filtrate cooled in an ice/salt bath to 0°. Toluene (100 ml) and aqueous sodium hydroxide solution (specific gravity 1.5; 140 ml) were added sequentially, again maintaining the temperature below 30°. The mixture was stirred for 30 minutes at ambient temperature and the product collected by filtration, washed with water (200 ml), toluene (3×50 ml) and hexane (2×50 ml) and then dried at 50° in vacuo to give 7-fluoro-1-methyl-3-methylsulphinyl-4-quinolone, m.p.228.5°-230.5° (53.7 g).

1. temperatureheated at 50°-60° under nitrogen for 2 hours
2. additionwas added slowly below 30°
3. stirringthe mixture stirred for a further 2 hours
4. temperatureThe mixture was cooled in an ice/salt bath to 0°
5. temperaturewhilst maintaining the temperature below 30°
6. filtrationThe mixture was filtered
7. temperaturethe filtrate cooled in an ice/salt bath to 0°
8. additionToluene (100 ml) and aqueous sodium hydroxide solution (specific gravity 1.5; 140 ml) were added sequentially
9. temperatureagain maintaining the temperature below 30°
10. stirringThe mixture was stirred for 30 minutes at ambient temperature
11. filtrationthe product collected by filtration
12. washwashed with water (200 ml), toluene (3×50 ml) and hexane (2×50 ml)
13. customdried at 50° in vacuo