反应 #93937

反应方程式

4

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

sodium nitrite

→

white fine needles

收率 70.2%

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

收率 70.2%

溶剂

acetic acid

反应条件

后处理

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

实验过程

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.

来源