Reacción #3724

ord-cc12e5c031414063a4d8c42a97e5d896

Ecuación de reacción

CCCCn1c(=O)c2[nH]cnc2n(CCCC)c1=O
1,3-Di-n-butylxanthine
O=[N+]([O-])O
nitric acid
CCCCn1c(=O)c2[nH]c([N+](=O)[O-])nc2n(CCCC)c1=O
1,3-Di-n-butyl-8-nitro Xanthine

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Temperatura
5°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Filtraciónthe resulting yellow precipitate filtered off
  2. 2
    Lavadowashed with water (50 ml)
  3. 3
    workup.DISSOLUTIONThe yellow crystals were dissolved in dichloromethane
  4. 4
    Lavadowashed twice with water
  5. 5
    SecadoThe separated organic layer was then dried (anhydrous sodium sulphate)
  6. 6
    Concentraciónconcentrated
  7. 7
    Otroto give a crystalline product, yield 73 g (86%), m.pt 168° C.

Procedimiento

1,3-Di-n-butylxanthine (73 g, 0.28 mol) was dissolved in acetic acid (120 ml) and then treated with concentrated nitric acid (49 g) at 87° C. After 1 hour, the mixture was cooled to 5° C., the resulting yellow precipitate filtered off and washed with water (50 ml). The yellow crystals were dissolved in dichloromethane and washed twice with water. The separated organic layer was then dried (anhydrous sodium sulphate) and concentrated to give a crystalline product, yield 73 g (86%), m.pt 168° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05734051uspto-grants-1998_03