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

HRID 3629

反応式

HRID 3629 の反応式
[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

参加物

4

反応物 2

HCID 944Nitric AcidHCID 152913031,3-Dicyclopropylmethyl xanthine

生成物 1

HCID 98576581,3-Dicyclopropylmethyl-8-nitro xanthine収率 56.5%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
5 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f3bd66fd965f4b3c8102b0b4627404bb
出典データセット
uspto-grants-1998_03
特許番号
US05734051

関連ノート

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