تفاعل #1435755

معادلة التفاعل

15

1-(β-D-Arabinofuranosyl)uracil

iodine

HNO3

→

title compound 16

المردود 62.0%

1-(β-D-Arabinofuranosyl)-5-iodouracil

المردود 62.0%

المذيبات

CHCl3

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   درجة الحرارةat reflux for 2 hours
3. 3
   درجة الحرارةcooled
4. 4
   ترشيحThe crystalline solid was collected by filtration
5. 5
   غسيلwashed with ether

الإجراء التجريبي

A mixture of 15 (1.2 g, 4.9 mmol), iodine (1.50 g, 5.9 mmol), CHCl3 (6 mL), and 1 N HNO3 (24 mL) was heated at reflux for 2 hours, and then cooled. The crystalline solid was collected by filtration and washed with ether to give the title compound 16 as a white solid (1.12 g, 62%). 1H NMR (DMSO-d6) δ 11.6 (s, 1H, NH), 8.10 (s, 1H, H-6), 5.95 (d, 1H, H-1′), 5.52 (br, 1H, OH), 5.40–5.10 (br, 1H, OH), 4.15–3.90 (m, 2H, H-2′, H-3′), 3.80–3.60 (m, 3H, H-4′, H-5′), 3.60–3.30 (m, 1H, OH).

المصدر