Electric Literature of 19094-56-5,Some common heterocyclic compound, 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, molecular formula is C7H4ClIO2, 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.
To a mixture of 2-chloro-5-iodobenzoic acid (5.0 g, 17.7 mmol) and N,O-dimethylhydroxylamine hydrochloride (1.90 g, 19.5 mmol) in DCM was added diisopropylamine (3.4 mL, 19.5 mmol). When everything went into solution, 1,3-dicyclohexylcarbodiimide (3.65 g, 17.7 mmol) was added and a white precipitate formed. TLC showed the starting material to be consumed and the reaction mixture was diluted with diethyl ether. The white solid was filtered and washed thoroughly with diethyl ether. The filtrate was concentrated and purified by column chromatography (10-15% EtOAc and hexanes) to give 4.68 g (81%) of the desired product. 1H NMR (400 MHz, d6-DMSO) delta 7.80-7.74 (m, 2H), 7.28 (d, J=8.4 Hz, 1H), 3.42 (s, 3H), 3.24 (s, 3H).
The synthetic route of 19094-56-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Kuntz, Kevin Wayne; Emerson, Holly Kathleen; Cheung, Mui; Badiang, Jennifer Gabriel; US2009/326029; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com