Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | HCID 19605498 | HCID 19605498 | — |
| Solvent | Dioxane tetrahydrofuran | HCID 22018518 | — |
| Product | HCID 19605504 | HCID 19605504 | 87% |
Reaction Steps
1.76 g (0.0044 mol) of 6-bromo-4-(4-nitrobenzenesulphonyl)-pyridine-2-carboxamide were suspended in 11 ml of dioxane/THF 1:1, treated with 1.34 ml (0.0096 mol) of triethylamine and cooled to 0° C. 0.69 ml (0.00496 mol) of trifluoroacetic anhydride was slowly added dropwise to this suspension and the mixture was left to warm to room temperature and stirred for 1 hr. The reaction mixture was partitioned in ethyl acetate and water and the organic phase was washed with water and sat. sodium chloride solution, dried over MgSO4, filtered and the filtrate was concentrated. The residue was chromatographed on silica gel with ethyl acetate/hexane 1:4. There were obtained 1.40 g (87%) of 6-bromo-4-(4-nitrobenzenesulphonyl)-pyridine-2-carbonitrile as yellowish crystals; m.p.: 158-160° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05990105 |
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| Source dataset | uspto-grants-1999_11 |
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| ORD ID | ord-d879a82de0234bacb21453b8f56388f0 |
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| Source note | uspto-grants-1999_11 |
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