Water → HCID 58494069, compound

Participants

Reaction Steps

To a solution of 2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-5-{2-methyl-3-[(E)-2-(methyloxy)ethenyl]phenyl}-1,3,4-thiadiazole (D96) (690 mg, 1.721 mmol) and sodium iodide (516 mg, 3.44 mmol) in Acetonitrile (20 mL) stirred under nitrogen at room temperature was added TMSCl (0.440 mL, 3.44 mmol) dropwise. The reaction mixture was stirred at room temperature for 10 min. Water was added. The aqueous solution was extracted with EA for 3 times. The organic phase was washed with saturated Na2S2O3 solution and saturated brine, dried over sodium sulphate and evaporated in vacuo to afford the crude [3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-methylphenyl]acetaldehyde (D97) (666 mg) as a yellow oil, which was used for the next step without further purification. MS (ES): C20H19ClN2O2S requires 386.0. found 387.0 (M+H+).

Provenance & Evidence