反应详情

A mixture of 2-chloro-5-nitronicotinic acid (6.1 g, 0.03 mol) and thionyl chloride (15 ml) was refluxed for 3 hours. The solvent was removed in vacuo and the acid chloride was dissolved in tetrahydrofuran (150 ml). The resulting solution was slowly added to a solution of 6-amino-m-cresol (4 g, 0.03 mol), N,N-diisopropylethylamine (7 ml, 0.04 mol), and tetrahydrofuran (150 ml) at 0° C. under argon, and the resulting solution stirred for 2 hours. The mixture was then diluted with water and the product was extracted with ether, washed with a saturated sodium chloride solution, dried (anhydrous magnesium sulfate), and concentrated to half volume. The gummy orange crude product was collected and stirred with methylene chloride (50 ml) for 30 min. The precipitate was washed with methylene chloride and air dried to give 6.3 g (68% of theory) of pure product as a bright orange powder.

1. temperaturewas refluxed for 3 hours
2. customThe solvent was removed in vacuo
3. dissolutionthe acid chloride was dissolved in tetrahydrofuran (150 ml)
4. extractionthe product was extracted with ether
5. washwashed with a saturated sodium chloride solution
6. dry with materialdried (anhydrous magnesium sulfate)
7. concentrationconcentrated to half volume
8. customThe gummy orange crude product was collected
9. stirringstirred with methylene chloride (50 ml) for 30 min
10. washThe precipitate was washed with methylene chloride and air
11. customdried
12. customto give 6.3 g (68% of theory) of pure product as a bright orange powder