反応 #55858

反応方程式

9-(2-Hydroxy-1-propyl)adenine

sodium nitrite

H2O

→

9-(2-HYDROXY-1-PROPYL)HYPOXANTHINE

溶媒

acetic acid

反応条件

後処理

1. 1
   その他The resulting solution was evaporated to dryness and isopropanol
2. 2
   workup.ADDITIONadded
3. 3
   ろ過filtered
4. 4
   その他The filtrate was evaporated
5. 5
   その他crystallized by addition of acetone
6. 6
   その他Recrystallization
7. 7
   その他a colorless crystalline product was obtained

実験手順

9-(2-Hydroxy-1-propyl)adenine (I, 4.0 g, 20.7 mmol) was suspened in 50% acetic acid (20 ml) and sodium nitrite (4 g, 58 mmol), was slowly added. The mixture was stirred at 25° for 3 hr. The resulting solution was evaporated to dryness and isopropanol added; this operation was repeated once. The solid residue was boiled in isopropanol and filtered. The filtrate was evaporated and crystallized by addition of acetone. Recrystallization was made from iso-propanol/methanol (98:2); a colorless crystalline product was obtained. Yield 3.3 g (82%); M.P. 244°-250°; uv (H2O; pH 5.5), λmax 250 nm.

出典