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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851598Generated: November 4, 2026

Diethyl Ether → HCID 53629103, compound

https://huagongshe.com/reaction/1851598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 59135759HCID 59135759—
ReactantHCID 178418573HCID 178418573—
SolventEthyl AcetateHCID 8857—
ProductHCID 53629103HCID 5362910365%

Reaction Steps

To a mixed solution of N-ethyl-N-[2-(5-formyl-1,3-thiazol-2-yl)-4-methyl-1H-indol-7-yl]thiophene-2-sulfonamide (0.30 g) and tetrahydrofuran (30 mL) was added ether solution (0.60 mL) of 3M-methylmagnesium bromide under ice-cooling, and the mixture was stirred at the same temperature for 4 hr. The reaction mixture was diluted with ethyl acetate, washed successively with aqueous citric acid solution and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:2-2:1), and the obtained pale-yellow oil was crystallized from ethyl acetate-hexane to give the title compound (201 mg, yield 65%) as pale-yellow prism crystals. melting point 152-153° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957070B2
Source datasetuspto-grants-2015_02
ORD IDord-24485146f44a46ceb6376c99c8f83103
Source noteuspto-grants-2015_02