Reacción #3725

Ecuación de reacción

1,3-Di-cyclopropylmethyl xanthine

nitric acid

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product

Rendimiento 56.5%

1,3-Di-cyclopropylmethyl-8-nitro Xanthine

Rendimiento 56.5%

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónthe resulting yellow precipitate filtered off
2. 2
   workup.DISSOLUTIONThe yellow crystals were dissolved in dichloromethane
3. 3
   Lavadowashed with water
4. 4
   SecadoThe separated organic layer was then dried over anhydrous sodium sulphate
5. 5
   Concentraciónconcentrated in vacuo
6. 6
   OtroThe product crystallized from the
7. 7
   Concentraciónconcentrate

Procedimiento

1,3-Di-cyclopropylmethyl xanthine (20 g, 0,076 mol) was dissolved in acetic acid (33 ml) and then treated with concentrated nitric acid (13.2 g) at 87° C. After 1 hour, the mixture was cooled to 5° C. and the resulting yellow precipitate filtered off. The yellow crystals were dissolved in dichloromethane and washed with water. The separated organic layer was then dried over anhydrous sodium sulphate and concentrated in vacuo. The product crystallized from the concentrate to yield a yellow crystalline product yield 12.2 g, (56.5%), m.pt. 207° C. (with decomposition).

Fuente