반응 #93937

반응 방정식

4

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

sodium nitrite

→

white fine needles

수율 70.2%

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

수율 70.2%

용매

acetic acid

반응 조건

후처리

1. 1
   기타was kept at 0°
2. 2
   기타to precipitate out
3. 3
   여과The product was collected by filtration
4. 4
   세척washed with water
5. 5
   온도cooled methanol, ether
6. 6
   기타dried
7. 7
   농축The filtrate was concentrated
8. 8
   기타an additional fraction of crystals was obtained
9. 9
   기타The combined product was recrystallized from methanol

실험 절차

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.

출처