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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851423Generated: November 2, 2026

Dimethylformamide → HCID 57476076, compound

https://huagongshe.com/reaction/1851423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTetrahydrofuranHCID 8028—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 59135792HCID 59135792—
SolventEthyl AcetateHCID 8857—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 57476076HCID 5747607697%

Reaction Steps

To a mixture of N-(cyclopropylmethyl)-N-{2-[5-(hydroxymethyl)-1,3-thiazol-2-yl]-1H-indol-7-yl}thiophene-2-sulfonamide (2.15 g), N,N-dimethylformamide (0.03 mL) and tetrahydrofuran (30 mL) was added thionyl chloride (918 mg), and the mixture was stirred at room temperature for 1 hr. The reaction mixture was diluted with ethyl acetate and saturated brine, and washed with saturated brine. The organic layer was dried over magnesium sulfate and filtrated. The filtrate was concentrated, and the residue was subjected to silica gel column chromatography, and eluted with ethyl acetate. The obtained solid was washed with ether-hexane (1:1) to give the title compound (2.05 g, yield 97%) as a pale-yellow solid. melting point 135° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957070B2
Source datasetuspto-grants-2015_02
ORD IDord-6304d374a3334f6bbfad0af0e9e9f7be
Source noteuspto-grants-2015_02