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. 1677-47-0, name is 4,5-Dichloroisatin, A new synthetic method of this compound is introduced below., name: 4,5-Dichloroisatin
A 10 mL tetrahydrofuran solution of 3.02 g of 2-bromo-1-methoxy-4-methylbenzene was added dropwise under a nitrogen atmosphere to a suspension of 360 mg of magnesium in 10 mL of tetrahydrofuran, after which the reaction mixture was stirred for 30 minutes under heating and reflux, and then allowed to stand and cool to room temperature. 1.50 g of 4,5-dichloro-1H-indol-2,3-dione was added under ice cooling and a nitrogen atmosphere to a 40 mL tetrahydrofuran solution of 310 mg of sodium hydride, and the reaction mixture was stirred for 1 hour. After this, 20 mL of a previously prepared tetrahydrofuran solution of bromo(2-methoxy-5-methylphenyl)magnesium was added dropwise over a period of 20 minutes, and the reaction mixture was stirred for 4.5 hours at the same temperature, after which 50 mL of a saturated ammonium chloride aqueous solution was added, and the reaction mixture was stirred for 30 minutes at room temperature. After liquid separation, the aqueous layer was extracted with ethyl acetate (30 mL × 3), the combined organic layer was washed with saturated brine and dried with sodium sulfate, and the drying agent was then filtered off and the solvent was distilled off under reduced pressure. The residue thus obtained was stirred and washed with isopropyl ether and the solids were filtered off to obtain 1.23 g of the titled compound (yellow solid). MS (ESI pos.) m/z : 360([M+Na]+), (ESI neg.) m/z : 336([M-H]-) 1 H-NMR (200 MHz, DMSO-d6) delta (ppm); 2.31 (s, 3 H), 3.38 (s, 3 H), 6.64 – 6.87 (m, 3 H), 7.00-7.13 (m, 1 H), 7.42 (d, J=8.4 Hz, 1 H), 7.68 (d, J=2.2 Hz, 1 H), 10.61 (s, 1 H)
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.