Application of 90064-47-4,Some common heterocyclic compound, 90064-47-4, name is 4-Iodo-2,5-dimethoxybenzaldehyde, molecular formula is C9H9IO3, 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.
A DMAc solution (30 mL) of 6 (1.0 g, 1.66 mmol),4-iodo-2,5-dimethoxybenzaldehyde (0.63 g, 2.16 mmol),sodium carbonate (0.53 g, 4.99 mmol), 2,6-di-tertbutyl-p-cresol (0.07 g, 0.33 mmol), and trans-di(-acetato)bis[o-(di-o-tolylphosphino)benzyl] dipalladium(II)(16 mg, 0.017 mmol) was stirred at 110 C for 16 h.After removal of the solvent, the mixture was poured intomethylene chloride and washed with water. After removalof the organic solvent, the residue was purified by columnchromatography on a silica gel using methylene chlorideand n-hexane (1:5, v/v) as an eluent. Yield (550 mg,43%). mp 254-257 C. 1H NMR (400 MHz, DMSO-d6) 3.90 (s, 3 H, -Ph-O-CH3), 3.98 (s, 3 H, -Ph-O-CH3),7.20 (s, 1 H, CHO-Ph-CH ), 7.29 (t, J = 7.7 Hz, 4H,-Ph-carbazole), 7.30 (d, J = 16.5 Hz, 1 H, -CH CH-),7.35 (s, 1 H, CHO-Ph-CH ), 7.40 (d, J = 8.8 Hz, 2 H,CH-Ph-N-), 7.43 (t, J = 7.7 Hz, 4 H, -Ph-carbazole),7.45 (d, J = 16.5 Hz, 1 H, -CH CH-), 7.47 (d, J =8.8 Hz, 4 H, -N-Ph-carbazole), 7.50 (d, J = 8.8 Hz,4 H, -N-Ph-carbazole), 7.53 (d, J = 7.7 Hz, 4 H, -Ph-carbazole), 7.59 (d, J = 8.8 Hz, 2 H, CH-Ph-N-), 8.16(d, J = 7.7 Hz, 4 H, -Ph-carbazole), 10.4 (s, 1 H, -Ph-CHO); 13C NMR (100.64 MHz, DMSO-d6) 56.12,56.24, 109.15, 109.72, 111.09, 115.14, 119.84, 120.18,123.25, 124.29, 125.20, 125.83, 128.05, 128.18, 132.35,132.61, 136.58, 140.85, 142.37, 146.15, 147.21, 187.91,161.18, 156.94, 187.94.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodo-2,5-dimethoxybenzaldehyde, its application will become more common.
Reference:
Article; Lee, Jeonghun; Im, Hunbae; Kim, Sukwon; Kim, Chulhee; Journal of Nanoscience and Nanotechnology; vol. 15; 2; (2015); p. 1434 – 1442;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com