Reference of 5460-32-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
General procedure: The appropriate 2-amino-5H-benzothiopyrano[4,3-d]pyrimidine 22a-c (0.417mmol) was added, at room temperature, under nitrogen atmosphere, to 0.079g of CuI (0.417mmol) and 0.115g of anhydrous K2CO3 (0.833mmol). Then, the appropriate substituted aryl iodide (0.694mmol), 0.04mL of DMEDA (0.417mmol) and 2.5mL of dioxane were added. The reaction mixture was heated at 100¡ãC and allowed to stir for 24h. After cooling, the reaction mixture was added with 2.5mL of concentrated NH3 and with a saturated solution of NaCl (10-15mL). The mixture was extracted with ethyl acetate. The organic phase was dried (MgSO4) and evaporated under reduced pressure giving a residue which was purified by flash chromatography using petroleum ether 60-80¡ãC/ethyl acetate 5:5 as the eluting system, to give compounds 1-21. 4.1.1.18 8-Methoxy-2-(3,4-dimethoxyanilino)-5H-benzothiopyrano[4,3-d]pyrimidine (18) Yield: 35percent; m. p. 204-205?¡ãC; 1H NMR (400?MHz, DMSO-d6): delta 3.69 (s, 3H), 3.76 (s, 3H), 3.78 (s, 3H), 3.97 (s, 2H), 6.77 (dd, Jmin?=?2.2?Hz, Jmax?=?8.6?Hz, 1H), 6.85 (dd, Jmin?=?2.4?Hz, Jmax?=?8.8?Hz, 1H), 6.91-6.93 (m, 2H), 7.02 (d, J?=?2.4?Hz, 1H), 7.79 (d, J?=?8.8?Hz, 1H), 8.23 (s, 1H), 9.52 (s, 1H) ppm; 13C NMR (100?MHz, DMSO-d6): delta 25.92, 55.52, 55.57, 60.01, 111.73, 112.00, 114.87, 119.56, 126.04, 127.84, 132.12, 133.00, 137.99, 138.03, 146.54, 148.68, 151.64, 156.61, 157.48, 159.08?ppm; HRMS (ESI) m/z calculated for C20H20N3O3S ([M+H]+) 382.12254, found 382.12178. Anal. C20H19N3O3S (C, H, N).
The synthetic route of 4-Iodo-1,2-dimethoxybenzene has been constantly updated, and we look forward to future research findings.
Reference:
Article; Salerno, Silvia; Garcia-Argaez, Aida Nelly; Barresi, Elisabetta; Taliani, Sabrina; Simorini, Francesca; La Motta, Concettina; Amendola, Giorgio; Tomassi, Stefano; Cosconati, Sandro; Novellino, Ettore; Da Settimo, Federico; Marini, Anna Maria; Via, Lisa Dalla; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 446 – 456;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com