These common heterocyclic compound, 626-44-8, name is 1,3,5-Triiodobenzene, 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. Recommanded Product: 626-44-8
General procedure: To a mixture of 3-methoxy-6-(trimethylsilyl)ethynylpyridazine(0.185 g, 0.766 mmol), 1,3,5-triiodobenzene (0.100 g, 0.219 mmol), Pd2(dba)3(0.020 g, 0.021 mmol), CuI (0.004 g, 0.021 mmol), PPh3 (0.005 g, 0.021 mmol) under nitrogen atmosphere were added dry Et3N (10 mL) and toluene (10 mL). The reaction mixture was cooled to 0 C and TBAF (1 M in THF, 1.53 mL) was added dropwise and the reaction mixture was stirred for 10 min. The solution was heated to50C for 48 h. The reaction was cooled,filtered through Celiteandevaporated under reduced pressure. The crude product was purified by column chromatography on silica gel (petroleum ether/ethyl acetate2:1) to give the title compound1as a brown solid (0.055 g, 55percent). Mp: >260C. IR (cm1, neat): 1400, 2952, 2219,1582, 1538, 1466, 1423, 1403, 1335, 1296, 1166, 1133, 1098, 1010, 965,873, 841, 759, 673;1H NMR (300 MHz, CDCl3)d(ppm): 4.19 (s, 9H),7.00 (d,J9.3 Hz, 3H), 7.54 (d,J9.3 Hz, 3H) 7.84 (s, 3H);13C NMR(75 MHz, CDCl3)d(ppm): 55.3, 87.3, 89.8, 116.8, 123.3, 132.6, 135.6,143.3, 163.7; MS (TOF MS ESI);m/z(rel int. percent): (MH) 475 (100),516 (MHacetonitrile)
The synthetic route of 1,3,5-Triiodobenzene has been constantly updated, and we look forward to future research findings.
Reference:
Article; Martin, Flavia-Adina; Baudequin, Christine; Fiol-Petit, Catherine; Darabantu, Mircea; Ramondenc, Yvan; Ple?, Nelly; Tetrahedron; vol. 70; 15; (2014); p. 2546 – 2555;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com