Reacción #83200

Ecuación de reacción

HCl

methyl chloroformate

sodium hydride

pyrrolo[3,2,1-kl]phenoxazine

DMF

→

title compound

Methylpyrrolo[3,2,1-kl]phenoxazine-1-one-2-carboxylate

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroprepared
2. 2
   Otroas described according to Preparation 2
3. 3
   workup.WAITdropwise, over a period of 10 minutes
4. 4
   workup.STIRRINGThe reaction mixture was stirred for 2 hours at room temperature
5. 5
   workup.ADDITIONit was then poured onto ice water (200 ml)
6. 6
   Extracciónthe mixture was then extracted with methylene chloride (200 ml)
7. 7
   LavadoThe extract was washed with water
8. 8
   Otrodried
9. 9
   Otroevaporated to dryness

Procedimiento

To a slurry of sodium hydride (0.39 g) in 20 ml of DMF (dimethylformamide) was added pyrrolo[3,2,1-kl]phenoxazine (1.4 g), prepared as described according to Preparation 2, and the resulting dark red solution was stirred at room temperature for 0.5 hours. To this solution, was added methyl chloroformate (0.95 g), dropwise, over a period of 10 minutes. The reaction mixture was stirred for 2 hours at room temperature, and it was then poured onto ice water (200 ml). The resulting mixture was then acidified to pH 2.0 with concentrated HCl and the mixture was then extracted with methylene chloride (200 ml). The extract was washed with water, dried and evaporated to dryness to yield the title compound as a solid (0.06 g; m.p. 124°-127° C.).

Fuente