反应详情

温度

100 °C

A mixture of methyl 4-(3-oxo-2,3-dihydro-1,2,4-triazin-6-yl)benzoate (13.4 g, 0.0580 mol), phosphoryl chloride (30 mL, 0.3 mol) in chloroform (50 mL) was refluxed (oil-bath temperature about 100° C.) for 2 h. After cooling to RT, the mixture was concentrated to remove excess phosphoryl chloride. The residue was dissolved in methylene chloride and poured into ice-water, and carefully neutralized with K2CO3. The organic layer was separated and the aqueous solution was extracted with methylene chloride. The combined organic phases were dried over Na2SO4, concentrated, and further purified by chromatography to afford the desired product (2.5 g, 17%). LCMS: (M+H)=249.9. 1H NMR (300 MHz, CDCl3): in ppm, 3.98 (s, 3H), 8.18 (d, 2H), 8.24 (d, 2H), 8.96 (s, 1H).

1. temperatureAfter cooling to RT
2. concentrationthe mixture was concentrated
3. customto remove excess phosphoryl chloride
4. dissolutionThe residue was dissolved in methylene chloride
5. additionpoured into ice-water
6. customThe organic layer was separated
7. extractionthe aqueous solution was extracted with methylene chloride
8. dry with materialThe combined organic phases were dried over Na2SO4
9. concentrationconcentrated
10. customfurther purified by chromatography