Nitric Acid → 1,3-Dicyclopropylmethyl-8-nitro xanthine

HRID 568132

반응식

HRID 568132 반응식
[CH:1]1([CH2:4][N:5]2[C:14](=[O:15])[C:13]3[NH:12][CH:11]=[N:10][C:9]=3[N:8]([CH2:16][CH:17]3[CH2:19][CH2:18]3)[C:6]2=[O:7])[CH2:3][CH2:2]1.[N+:20]([O-])([OH:22])=[O:21]>C(O)(=O)C>[CH:1]1([CH2:4][N:5]2[C:14](=[O:15])[C:13]3[NH:12][C:11]([N+:20]([O-:22])=[O:21])=[N:10][C:9]=3[N:8]([CH2:16][CH:17]3[CH2:19][CH2:18]3)[C:6]2=[O:7])[CH2:3][CH2:2]1

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 152913031,3-Dicyclopropylmethyl xanthine

생성물 1

HCID 98576581,3-Dicyclopropylmethyl-8-nitro xanthine수율 56.5%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
5 °C

실험 절차

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).

후처리

  1. filtrationthe resulting yellow precipitate filtered off
  2. dissolutionThe yellow crystals were dissolved in dichloromethane
  3. washwashed with water
  4. dry with materialThe separated organic layer was then dried over anhydrous sodium sulphate
  5. concentrationconcentrated in vacuo
  6. customThe product crystallized from the
  7. concentrationconcentrate

출처 및 근거

ORD 기록
ord-5a7df32243544a3395d9d31276fc7959
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06180791B2

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