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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657930Generated: October 26, 2026

Sulfuric Acid → N-[3-(2-Bromoacetyl)-5-(pentafluorosulfanyl)phenyl]acetamide

https://huagongshe.com/reaction/657930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantPhenyltrimethylammonium bromide dibromideHCID 17977687—
ReactantN-[3-Acetyl-5-(pentafluorosulfanyl)phenyl]acetamideHCID 58136897—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductN-[3-(2-Bromoacetyl)-5-(pentafluorosulfanyl)phenyl]acetamideHCID 5813692976.5%

Reaction Conditions

Temperature40 °C

Reaction Steps

N[3-Acetyl-5-(pentafluorosulfanyl)phenyl]acetamide (859 mg, for synthesis see example 1) was dissolved in a mixture of methanol (10 ml) and THF (10 ml) and phenyltrimethylammonium tribromide (1.065 g) was added in portions while stirring. After stirring at RT for 2 h, the mixture was heated to 40° C. for a further 3 h. After cooling, the reaction mixture was added to 2 N sulfuric acid and the aqueous phase was extracted 3 times with ethyl acetate. The combined extracts were dried over sodium sulfate, filtered and concentrated. The crude product was purified using silica gel with ethyl acetate/heptane as the eluent. 480 mg of the desired compound were obtained. LC-MS rt: 1.47 min [M+H]+: 382.0 (met. a)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076336B2
Source datasetuspto-grants-2011_12
ORD IDord-d7396ebde2b24ad4b2a1535a1d1d4f4b
Source noteuspto-grants-2011_12