تفاعل #93937

معادلة التفاعل

4

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

sodium nitrite

→

white fine needles

المردود 70.2%

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

المردود 70.2%

المذيبات

acetic acid

ظروف التفاعل

المعالجة

1. 1
   أخرىwas kept at 0°
2. 2
   أخرىto precipitate out
3. 3
   ترشيحThe product was collected by filtration
4. 4
   غسيلwashed with water
5. 5
   درجة الحرارةcooled methanol, ether
6. 6
   أخرىdried
7. 7
   تركيزThe filtrate was concentrated
8. 8
   أخرىan additional fraction of crystals was obtained
9. 9
   أخرىThe combined product was recrystallized from methanol

الإجراء التجريبي

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.

المصدر