Reaktion #527731

Reaktionsgleichung

N-[(5-fluoro-2-nitrophenyl)carbamoyl]glycine methyl ester

N-(chlorocarbonyl) isocyanate

pyridine

→

title product

Methyl 3-(5-fluoro-2-nitrophenyl)tetrahydro-2,4,6-trioxo-s-triazine-1-(2H)-acetat

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwarmed to and
2. 2
   Filtrationfiltered
3. 3
   workup.ADDITIONThe filtrate is poured into 0.11M hydrochloric acid (450 mL)
4. 4
   Sonstigethe phases are separated
5. 5
   Extraktionthe aqueous phase is extracted with methylene chloride
6. 6
   Waschenwashed with brine
7. 7
   Trocknendried over anhydrous magnesium sulfate
8. 8
   Einengenconcentrated in vacuo

Vorschrift

A solution of N-[(5-fluoro-2-nitrophenyl)carbamoyl]glycine methyl ester (20.47 g, 75.46 mmol) in methylene chloride is cooled in an ice-bath, treated with N-(chlorocarbonyl) isocyanate (7 mL, 86.94 mmol), treated dropwise with pyridine (7.5 mL, 92.92 mmol), warmed to and stirred at room temperature for 90 minutes, and filtered. The filtrate is poured into 0.11M hydrochloric acid (450 mL), the phases are separated and the aqueous phase is extracted with methylene chloride. The organic phase and extracts are combined, washed with brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to obtain the title product as a yellow solid.

Quelle