Application of 2302-25-2,Some common heterocyclic compound, 2302-25-2, name is 4-Bromo-1H-imidazole, molecular formula is C3H3BrN2, 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.
-Bromo- lH-imidazole(3.2 g, 21.8 mmol) was weighed into a 500 mL round bottomed flask equipped with a magnetic stir bar under a nitrogen atmosphere. Anhydrous DMF, (12 mL) was added and the mixture was placed on ice. After 10 min the mixture was treated with NaH (0.840 g, 21.0 mmol. 60% dispersion in oil). After 5 min, the ice bath was removed and the reaction was warmed to room temperature. After 15 min of vigorous stirring the ice bath was replaced and 3-(4-cyanophenyl)oxaziridine-2-carboxylic acid tert-butyl ester (1.92 g, 7.80 mmol) was added. The reaction was vigorously stirred for 5 min and the ice bath was removed. After 5 min the mixture was diluted with saturated NaHCC>3 and extracted with EtOAc. The organics were washed with dilute sodium carbonate, dried over Na2SC>4, filtered, and concentrated. The residue was purified using silica gel chromatography (0-5% MeOH / DCM) to afford the title compound (1.16 g, 4.43 mmol, 57 %) as a yellow oil: ]H NMR (400 MHz, CDCI3) delta 9.22 (s, 1H), 7.36 (d, / = 1.5 Hz, 1H), 6.97 (d, / = 1.5 Hz, 1H), 1.48 (s, 9H); ESIMS m/z 262 ([M]+), 260 ([M-2]”).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-1H-imidazole, its application will become more common.
Reference:
Patent; DOW AGROSCIENCES LLC; GARIZI, Negar; TRULLINGER, Tony K.; HUNTER, Ricky; ZHANG, Yu; NIYAZ, Noormohamed M.; KNUEPPEL, Daniel; LOWE, Christian T.; BUYSSE, Ann M.; WO2013/62980; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem