Реакция #3725

Уравнение реакции

1,3-Di-cyclopropylmethyl xanthine

nitric acid

→

product

Выход 56.5%

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

Выход 56.5%

Растворители

acetic acid

Условия реакции

Обработка

1. 1
   Фильтрацияthe resulting yellow precipitate filtered off
2. 2
   workup.DISSOLUTIONThe yellow crystals were dissolved in dichloromethane
3. 3
   Промывкаwashed with water
4. 4
   СушкаThe separated organic layer was then dried over anhydrous sodium sulphate
5. 5
   Концентрированиеconcentrated in vacuo
6. 6
   ДругоеThe product crystallized from the
7. 7
   Концентрированиеconcentrate

Методика

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).

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