Application of 628-21-7, A common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a suspension of 4-amino-5-fluoropyrimidin-2-ol (0.50 g, 3.87 mmol) in acetonitrile (CH3CN; 20 mL) was added BSA (1.58 g, 7.75 mmol), and the mixture was heated to 70 0C for 1 h resulting in a clear solution. After cooling to room temperature, 1,4-diiodobutane (1.2 g, 3.87 mmol) was added, and the mixture was stirred for 16 h at room temperature and then at 70 0C for 3 h. The solvent was evaporated and the residue was purified by normal phase chromatography (24 g SiO2; gradient, 0 to 15% MeOH/CH2Cl2) to give an orange oil. The oil was dissolved in EtOAc and the solution was slowly cooled. The resulting solid was collected by filtration, washed with additional EtOAc, and dried to give 4-amino-5-fluoro-l- (4-iodobutyl)-lH-pyrimidin-2-one (0.52 g, 43%) as a tan solid: mp 181-184 0C; 1H NMR (400 MHz, DMSO-J6) delta 8.56 (s, 2H), 8.25 (d, / = 6.7 Hz, IH), 3.70 (t, /= 6.7 Hz, 2H), 3.29 (t, / = 6.7 Hz, 2H), 1.73 (m, 4H); ESIMS m/z 312 ([M+H]+).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; DOW AGROSCIENCES LLC; BOEBEL, Timothy; BRYAN, Kristy; JOHNSON, Peter; LORSBACH, Beth; MEYER, Kevin; OWEN, W.; SULLENBERGER, Michael; WEBSTER, Jeffery; YAO, Chenglin; WO2011/17540; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com