Synthetic Route of 15813-09-9, The chemical industry reduces the impact on the environment during synthesis 15813-09-9, name is 4,5-Diiodo-1H-imidazole, I believe this compound will play a more active role in future production and life.
This compound was prepared following a literature procedure.23The mixture of 4,5-diiodo-1H-imidazole 20 (0.11 g, 0.34 mmol), (4-hydroxyphenyl)boronic acid (141 mg, 1.02 mmol), TBAB (11 mg,0.034 mmol), K2HPO4 (226 mg, 1.30 mmol) and Pd(PPh3)4 (25 mg,6 mol%) were transferred to a microwave reactor tube equipped with amagnetic stirring bar, followed by the addition of a mixture solvent ofMeOH/H2O (5 mL, 4:1), and the resulting mixture was degassed andback-filled with nitrogen and then stirred at 100 C (100 W) with microwaveirradiation for 60 min. After completion monitored by TLC, thereaction mixture was dissolved in aq. HCl (10%, 10 mL) and stirredvigorously. The mixture was washed with ethyl acetate (2 x 10 mL), thecombined aqueous layers were neutralised with sat. NaHCO3 (aq.) andextracted with ethyl acetate (3¡Á10 mL). The combined organic layerswere washed with H2O, dried over MgSO4 and concentrated in vacuo.The crude product was purified by flash chromatography (CH2Cl2:MeOH=50:1?10:1) to afford the product 4 as a white solid (30 mg,35%). Rf (CH2Cl2/MeOH 10:1): 0.25; 1H NMR (400 MHz, d6-DMSO): delta9.44 (2H, Br.s), 7.67 (1H, s), 7.25 (4H, d, J=8.4 Hz), 6.72 (4H, d,J=8.4 Hz); 13C NMR (100 MHz, d6-DMSO): delta 156.3, 134.4, 128.6,125.6, 124.3, 115.2. HRMS (ESI+) Calc. for C15H12N2O2 [M+Na]+275.0791, found 275.0794. HPLC: 97.7% (HPLC Method A), RT:13.3 min. The spectroscopic data matched that reported in the literature.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4,5-Diiodo-1H-imidazole, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Zhou, Qingqing; Reekie, Tristan A.; Abbassi, Ramzi H.; Indurthi Venkata, Dinesh; Font, Josep S.; Ryan, Renae M.; Munoz, Lenka; Kassiou, Michael; Bioorganic and Medicinal Chemistry; vol. 26; 22; (2018); p. 5852 – 5869;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem