Related Products of 39806-90-1,Some common heterocyclic compound, 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, molecular formula is C4H5IN2, 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.
The compound was prepared according to the reported procedures in 90% yield.5 6 To a solution of 4-iodo-1-methyl-1 H-pyrazole (10.0 g, 48.1 mmol) in DCM (192 ml) was added triflic acid (17.08 ml, 192 mmol) and the resulting mixture was stirred at room temperature for 5 min. mCPBA (12.44 g, 72.1 mmol) followed by mesitylene (6.36 g, 52.9 mmol) was then added (in this order). The reaction vessel was sealed and submitted to a 60C oil bath with stirring for 30 min. The reaction mixture was then allowed to reach rt after which it was concentrated in vacuo followed by precipitation by addition of Et20 (100 mL). The mixture was stirred at 0 C for additional 30 min. The solid was collected by filtration and washed with Et20. LCMS m/z 327.3. 1H NMR (400 MHz, DMSO -c/6) d 9.78 (s, 1 H), 8.55 (s, 1 H), 8.06 (s, 1 H), 7.16 (s, 2H), 3.89 (s, 3H), 2.64 (s, 6H), 2.26 (s, 3H). 13C NMR (101 MHz, DMSO-c/e) d 143.02, 142.90, 140.86, 137.02, 129.59, 124.58, 120.80 (q, J = 322.3 Hz), 79.06, 39.43, 26.43, 20.56. 19F NMR (376 MHz, DMSO-c/e) d -77.76.
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-1-methyl-1H-pyrazole, its application will become more common.