Reaktion #3725

Reaktionsgleichung

1,3-Di-cyclopropylmethyl xanthine

nitric acid

→

product

Ausbeute 56.5%

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

Ausbeute 56.5%

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthe resulting yellow precipitate filtered off
2. 2
   workup.DISSOLUTIONThe yellow crystals were dissolved in dichloromethane
3. 3
   Waschenwashed with water
4. 4
   TrocknenThe separated organic layer was then dried over anhydrous sodium sulphate
5. 5
   Einengenconcentrated in vacuo
6. 6
   SonstigeThe product crystallized from the
7. 7
   Einengenconcentrate

Vorschrift

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).

Quelle