Electric Literature of 1122-44-7 , The common heterocyclic compound, 1122-44-7, name is 4-Amino-5-iodopyrimidin-2(1H)-one, molecular formula is C4H4IN3O, 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 stirred solution of 4-amino-5-iodouracil (200 mg, 0.84 mmol) in anhydrous dimethylformamide (15 mL) at room temperature in a nitrogen atmosphere were added tetrakis (triphenyl phosphine)palladium (98 mg, 0.08 mmol), copper(I)iodide (32 mg, 0.17 mmol), diisopropylethylamine (0.28 mL, 1.7 mmol) and 1-phenylacetylene (0.33 mL, 2.53 mmol). The reaction mixture was stirred at room temperature. After 22 h, 10 drops of 5% of the disodium salt of EDTA/H2O were added to the reaction mixture, and the mixture was concentrated in vacuo. The residue obtained was purified on silica gel column using MeOH/CHCl3 (4:96, v/v) as an eluent to give 7. This was obtained as a solid in 67% yield; mp > 250 C; 1H NMR (DMSO-d6): delta 6.93 (s, 1H, NH2), 7.40 (m, 3H, C6H5), 7.60 (m, 2H, C6H5), 7.66 (s, 1H, NH2), 7.83 (s, 1H, H-6), 11.01 (br s, 1H, NH); 13C NMR (DMSO-d6): delta: 56.48 (C-beta), 82.30 (C-alpha), 94.18 (C-5), 128.75, 128.90, 131.61 (C-phenyl), 147.30 (C-6), 155.52 (C-2), 165.30 (C-4). FTIR (KBr) cm-1: 3461 (Ar C-H), 3399 (NH), 3139 (NH2), 2219 (C?C), 1890, 1657 (C=O), 1457, 1230, 1027, 911, 749, 687, 559 cm-1. Anal. C12H9N3O (M.W. 211.12). Calcd C 68.24, H 4.29, N 19.8. Found C 68.64, H 4.57, N 19.51.
The synthetic route of 1122-44-7 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Garg, Gaurav; Pande, Milind; Agrawal, Ambika; Li, Jie; Kumar, Rakesh; Bioorganic and Medicinal Chemistry; vol. 24; 8; (2016); p. 1771 – 1777;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia