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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914592Generated: November 1, 2026

Chlorosuccinimide → (2-Chloro-5-phenyl-thiophen-3-yl)-(4,4-difluoro-azepan-1-yl)-methanone

https://huagongshe.com/reaction/1914592

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant(4,4-Difluoro-azepan-1-yl)-(5-phenyl-thiophen-3-yl)-methanoneHCID 44226682—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product(2-Chloro-5-phenyl-thiophen-3-yl)-(4,4-difluoro-azepan-1-yl)-methanoneHCID 4422668125.5%

Reaction Steps

(4,4-Difluoro-azepan-1-yl)-(5-phenyl-thiophen-3-yl)-methanone (0.104 g, 0.33 mmol) and N-chlorosuccinimide (0.445 g, 0.33 mmol) in acetic acid (2 mL) were heated by microwave irradiation to 140° C. for 4 minutes. The mixture was diluted with acetonitrile and water and purified by HPLC, eluting with 10%-98% acetonitrile in water (0.1% formic acid). The fractions containing the desired product were evaporated to give the title compound as a gum (0.03 g). LCMS m/z 356.13 [M+H]+ R.T.=12.26 min (Analytical Method 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614209B2
Source datasetuspto-grants-2013_12
ORD IDord-450846ca09c445179c52630d2b6ce04a
Source noteuspto-grants-2013_12