1-Bromo-2-iodo-3-nitrobenzene

Following the procedure of Example 3 the following halo substituted nitrobenzene compounds: 2-bromo-3-chloro-1-nitrobenzene 2-bromo-3-iodo-1-nitrobenzene 3-bromo-2-iodo-1-nitrobenzene 3-chloro-2-fluoro-1-nitrobenzene 3-chloro-2-iodo-1-nitrobenzene ...General procedure: Take a 500 ml double-necked round bottom flask, put it into a stirrer and connect a reflux tube, and then fill it with nitrogen; first add the compounds o-nitrophenylboronic acid (16.70 g, 1 equivalent) and o-bromoiodobenzene (28.19 g, 1.0 equivalent), potassium carbonate (K2CO3, 1.5 equivalents), ethanol (50 ml), water (50 ml), toluene (200 ml), tetrakis (triphenylphosphine) palladium (Pd (PPh3) 4, 0.05 equivalent), It was then heated to reflux and reacted for 12 hours. After the reaction was completed, it was cooled to room temperature. It was quenched by adding 200 ml of water and extracted with dichloromethane (3 × 400 ml). The resulting extract was sequentially added to magnesium sulfate to dry, filter and spin dry. ; The crude product was purified by chromatography (ethyl acetate / hexane, 1/10) to give intermediate 1-E (17.45 g, yield 63%).General procedure: Take a 500 ml double-necked round bottom flask, put it into a stirrer and connect a reflux tube, and then fill it with nitrogen; first add the compounds o-nitrophenylboronic acid (16.70 g, 1 equivalent) and o-bromoiodobenzene (28.19 g, 1.0 equivalent), potassium carbonate (K2CO3, 1.5 equivalents), ethanol (50 ml), water (50 ml), toluene (200 ml), tetrakis (triphenylphosphine) palladium (Pd (PPh3) 4, 0.05 equivalent), It was then heated to reflux and reacted for 12 hours. After the reaction was completed, it was cooled to room temperature. It was quenched by adding 200 ml of water and extracted with dichloromethane (3 × 400 ml). The resulting extract was sequentially added to magnesium sulfate to dry, filter and spin dry. ; The crude product was purified by chromatography (ethyl acetate / hexane, 1/10) to give intermediate 1-E (17.45 g, yield 63%).A mixture of 3-thienylboronic acid (10 g, 78 mmol), Under the environment of nitrogen, will (23.8 g, 100 mmol) compound 1 - 80 - 1, (32.7 g, 100 mmol) compound 1 - 80 - 2, (5.8 g, 5 mmol) Pd (PPh3)4, (6.4 G, 20.0 mmol) sodium carbonate, (1.8 g, 5 . 64 mmol) [...] ammonium bromide, 250 ml 1, 4 - dioxane and 50 ml water is added to a 500 ml three-opening in the bottle, heating 80 C reaction 6 hours, to the completion of the reaction, the reaction liquid inverted in 500 ml of pure water, the separated solid filtered, the filter residue recrystallization purification, to obtain intermediate 1 - 87 - 2, yield 70%.

Molecular Weight:327.90
XLogP3:3.1
Hydrogen Bond Acceptor Count:2
Exact Mass:326.83919
Monoisotopic Mass:326.83919
Topological Polar Surface Area:45.8
Heavy Atom Count:11
Complexity:161
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes