Electric Literature of 19094-56-5, A common heterocyclic compound, 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, molecular formula is C7H4ClIO2, its 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.
Oxalyl chloride (72 g, 0.56 moles) was added to a slurry of formula 5a (100 g, 0.35 moles) and a catalytic amount of N, N-dimethylformamide (5mL) in fluorobenzene (250 mL) over about 60 minutes at 15-25 C under nitrogen atmosphere. The mixture was stirred at 21-25 C. After completion of the reaction, the reaction mass was concentrated to remove excess oxalyl chloride. The obtained residue was diluted with fluorobenzene (125 mL) and cooled to 15-25 C. Aluminum chloride (53.5 g, 0.40 moles) was added to this reaction mixture portion- wise while keeping the reaction mass temperature below 25 C and maintaining it at same temperature to complete the reaction. After completion of reaction, the reaction mass was quenched into precooled dilute hydrochloric acid (5%, 1700 mL, 0-5 C) at 5-25 C. After stirring for 60 minutes at 20-25 C, the product was extracted with methylene chloride twice (first with 500 mL, then with 250 mL). The combined organic layers were washed with 10% aqueous sodium hydroxide solution (250mL), water (500mL), and 10% aqueous sodium chloride solution (250mL), sequentially. Thereafter, the organic layer was concentrated and the obtained residue was diluted with n-heptane (250mL) and stirred to precipitate formula 7a as a white solid (105 g).
The synthetic route of 19094-56-5 has been constantly updated, and we look forward to future research findings.