Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Fluorobenzene | HCID 10008 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 4-Bromo-2-methylpyridine | HCID 2762835 | — |
| Reactant | HCID 178449902 | HCID 178449902 | — |
| Product | HCID 18986082 | HCID 18986082 | 100% |
Reaction Steps
4-bromo-2-methyl-pyridine (5 g, 29.07 mmol), 2-[(E)-(1-cyano-1-methyl-ethyl)azo]-2-methyl-propanenitrile (954.7 mg, 5.814 mmol) and N-bromosuccinimide (7.244 g, 40.70 mmol) were added to fluorobenzene (8 mL) and the mixture heated to 90° C. for 1 hour. Reaction mixture was purified by filtering through a silica gel pad and eluting with 50% diethylether/petroleum ether. Product fractions were combined and concentrated in vacuo to give the crude sub-title product (7.294 g, assumed 100% yield). 1H NMR (400.0 MHz, DMSO-d6) δ 4.52 (s, 2H), 7.42 (d, 1H), 7.65 (s, 1H) and 8.42 (d, 1H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08877759B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-94e2c18d56aa4d7c8735676545ffc834 |
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| Source note | uspto-grants-2014_11 |
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