反応 #93937

反応方程式

4

5'-(3-Methylureido)-5'-deoxythymidine

sodium nitrite

→

white fine needles

収率 70.2%

5'-(3-Methyl-3-nitrosoureido)-5'-deoxythymidine

収率 70.2%

溶媒

acetic acid

反応条件

後処理

1. 1
   その他was kept at 0°
2. 2
   その他to precipitate out
3. 3
   ろ過The product was collected by filtration
4. 4
   洗浄washed with water
5. 5
   温度cooled methanol, ether
6. 6
   その他dried
7. 7
   濃縮The filtrate was concentrated
8. 8
   その他an additional fraction of crystals was obtained
9. 9
   その他The combined product was recrystallized from methanol

実験手順

To a solution of 4 (1.00 g, 3.35 mmol) in 50% aqueous acetic acid at 0°, sodium nitrite (0.31 g, 4.55 mmol) was added slowly. The reaction mixture was kept at 0° with stirring for 3 h, during which time crystals started to precipitate out. The product was collected by filtration, washed with water, cooled methanol, ether, and dried. The filtrate was concentrated and an additional fraction of crystals was obtained. The combined product was recrystallized from methanol to yield 0.77 g (70%) of white fine needles: mp 159°-160° dec.: uvλmaxEtOH 264 nm (ε11,000); uvλminEtOH 235 nm. Anal. (C12H17N5O6) C, H, N.

出典