HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532357Generated: October 26, 2026
Sulfuric Acid → N-[3-(2-Bromoacetyl)-5-(pentafluorosulfanyl)phenyl]acetamide
https://huagongshe.com/reaction/532357
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Phenyltrimethylammonium bromide dibromide | HCID 17977687 | — |
| Reactant | N-[3-Acetyl-5-(pentafluorosulfanyl)phenyl]acetamide | HCID 58136897 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[3-(2-Bromoacetyl)-5-(pentafluorosulfanyl)phenyl]acetamide | HCID 58136929 | 76.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853206B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-f48f578fa6e34f9085054dfc5d2b7ce4 |
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| Source note | uspto-grants-2014_10 |
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