Sodium Azide → 9-(3-Azidopropyl)adenine

HRID 1896073ノート

反応式

HRID 1896073 の反応式
Cl[CH2:2][CH2:3][CH2:4][N:5]1[CH:13]=[N:12][C:11]2[C:6]1=[N:7][CH:8]=[N:9][C:10]=2[NH2:14].[N-:15]=[N+:16]=[N-:17].[Na+]>CN(C=O)C>[N:15]([CH2:2][CH2:3][CH2:4][N:5]1[CH:13]=[N:12][C:11]2[C:6]1=[N:7][CH:8]=[N:9][C:10]=2[NH2:14])=[N+:16]=[N-:17]

参加物

4

反応物 2

HCID 33557Sodium AzideHCID 2865919-(3-chloropropyl)-9H-purin-6-amine

生成物 1

HCID 120978459-(3-Azidopropyl)adenine収率 81%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

A mixture of 9-(3-chloropropyl)adenine (1.9 g, 9 mM) and sodium azide (1.75 g, 27 mM) in DMF was stirred at 80° C. for 24 hours, cooled to room temperature, and filtered. The solid was washed with CH2Cl2. The solvent was removed from the combined filtrates and the residue was taken up in water with sonication. The aqueous layer was extracted with CH2Cl2 (3×60 mL). After removing solvent, the crude product was recrystallized from ethanol to give 9-(3-azidopropyl)adenine as a white crystalline solid in 81% yield.

後処理

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. washThe solid was washed with CH2Cl2
  4. customThe solvent was removed from the combined filtrates
  5. customthe residue was taken up in water with sonication
  6. extractionThe aqueous layer was extracted with CH2Cl2 (3×60 mL)
  7. customAfter removing solvent
  8. customthe crude product was recrystallized from ethanol

出典と根拠

ORDレコード
ord-9dacc5f48ae04200906f46dae239581e
出典データセット
uspto-grants-2013_08
特許番号
US08518885B2

反応ノート

読み込み中…