Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942674Generated: November 2, 2026

Water → HCID 58494176, compound

https://huagongshe.com/reaction/1942674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium IodideHCID 5238—
ReactantChlorotrimethylsilaneHCID 6397—
Reactant5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-3-{2-methyl-3-[(E)-2-(methyloxy)ethenyl]phenyl}-1,2,4-thiadiazoleHCID 58494166—
SolventAcetonitrileHCID 6342—
ProductHCID 58494176HCID 5849417695.7%

Reaction Steps

To a solution of 5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-3-{2-methyl-3-[(E)-2-(methyloxy)ethenyl]phenyl}-1,2,4-thiadiazole (D105) (130 mg, 0.324 mmol) and sodium iodide (97 mg, 0.649 mmol) in Acetonitrile (8 mL) stirred under nitrogen at room temperature was added TMSCl (0.083 mL, 0.649 mmol) dropwise. The reaction mixture was stirred at room temperature for 1 hr. Water was added. The aqeuous 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 product [3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-methylphenyl]acetaldehyde (D106) (120 mg) as a yellow oil, which was used for the next step without further purification. MS (ES): C20H19ClN2O2S requires 386.1. found 387.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389508B2
Source datasetuspto-grants-2013_03
ORD IDord-a70492cda0e742ec88e33ec34d99f299
Source noteuspto-grants-2013_03