Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Iodo-1,2-dimethoxybenzene
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°C 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°C/ethyl acetate 5:5 as the eluting system, to give compounds 1-21. 4.1.1.16 2-(3,4-Dimethoxyanilino)-5H-benzothiopyrano[4,3-d]pyrimidine (16) Yield: 40percent; m. p. 148-149?°C; 1H NMR (400?MHz, DMSO-d6): delta 3.72 (s, 3H), 3.78 (s, 3H), 4.01 (s, 2H), 6.91 (d, J?=?8.8?Hz, 1H), 7.26 (dd, Jmin?=?2.2?Hz, Jmax?=?8.6?Hz, 1H), 7.36-7.43 (m, 3H), 7.63 (d, J?=?1.2?Hz, 1H), 8.31 (d, J?=?7.6?Hz, 1H), 8.44 (s, 1H), 9.51 (s, 1H) ppm; 13C NMR (100?MHz, DMSO-d6): delta 25.94, 55.29, 55.87, 104.27, 110.54, 112.37, 114.59, 126.12, 126.95, 127.93, 131.14, 132.22, 134.34, 136.56, 143.61, 148.53, 156.54, 157.55, 159.42?ppm; HRMS (ESI) m/z calculated for C19H18N3O2S ([M+H]+) 352.11197, found 352.11067. Anal. C19H17N3O2S (C, H, N).
The synthetic route of 5460-32-2 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