In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 696-07-1, name is 5-Iodouracil, the common compound, a new synthetic route is introduced below. COA of Formula: C4H3IN2O2
A suspension of 5-iodouracil (1.8g, 7.54mmol) in dry acetonitrile (15mL) was treated with N,O-bis(trimethylsilyl) acetamide (4.62mL, 18.87mmol) and left to stir until the solution became clear. A solution of a mixture of isoxazolidines 12, 13 (2.6g, 6.29mmol) in dry acetonitrile (15mL) and trimethylsilyl triflate (0.22mL, 1.25mmol) was then added, and the reaction mixture was stirred at room temperature overnight. After this time, the solution was carefully neutralized by the addition of 5% aqueous sodium hydrogen carbonate and then concentrated in vacuo. After addition of dichloromethane (20mL), the organic phase was separated, washed with water (2×10mL), dried with sodium sulfate, filtered, and concentrated. The 1H NMR spectrum of the crude reaction mixture showed the presence of beta-anomers (cis) as nearly exclusive adducts, whereas the alpha-anomers were present only in trace amounts. The residue was purified by MPLC on a silica gel column (cyclohexane/ethyl acetate, 7:3) to afford 14. Yellow oil, 3.65g, 90% yield. 1H NMR (500MHz, CDCl3): delta=8.90 (br s, 1H), 8.25 (s, 1H), 7.65 (dd, J=7.9, 1.4Hz, 4H), 7.49-7.37 (m, 6H), 6.01 (dd, J=7.5, 3.4Hz, 1H), 3.71 (dd, J=4.7, 2.0Hz, 2H), 2.96 (dt, J=13.7, 7.8Hz, 2H), 2.90-2.84 (m, 1H), 2.82 (s, 3H), 2.25-2.09 (m, 1H), 1.05 (s, 9H). 13C NMR (126MHz, CDCl3): delta=160.23, 150.15, 145.33, 135.69, 132.83, 130.10, 128.02, 83.84, 69.35, 67.65, 63.08, 44.85, 41.82, 26.95, 19.31. Anal. calcd for C25H30IN3O4Si: C, 50.76; H, 5.11; N, 7.10; found: C, 50.73; H, 5.12; N, 7.11.
The synthetic route of 696-07-1 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Romeo, Roberto; Giofre, Salvatore V.; Garozzo, Adriana; Bisignano, Benedetta; Corsaro, Antonino; Chiacchio, Maria A.; Bioorganic and Medicinal Chemistry; vol. 21; 18; (2013); p. 5688 – 5693;,
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