Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Chloroaniline | HCID 7240 | — |
| Reactant | 2,6-Dichloro-3-nitropyridine | HCID 85239 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 21233940 | HCID 21233940 | 58.8% |
Reaction Steps
2-Chloroaniline (1.32 mL, 10.4 mmol) was added to 2,6-dichloro-3-nitropyridine (1.00 g, 5.18 mmol) in ethanol (4 mL) and the solution was heated to 180° C. for 12 minutes under microwave irradiation in a heavy walled sealed tube. After cooling to room temperature, the resulting precipitate was collected by vacuum filtration, washed with cold ethanol and dried to give the title compound (0.8650 g). LCMS m/z=284.1 [M+H]+; 1H NMR (400 MHz, acetonitrile-d3) δ ppm 6.97 (d, J=8.6 Hz, 1H), 7.23 (td, J1=7.8 Hz, J2=1.6 Hz, 1H), 7.41 (td, J1=8.0 Hz, J2=1.5 Hz, 1H), 7.55 (dd, J1=8.0 Hz, J2=1.5 Hz, 1H), 8.20 (dd, J1=8.2 Hz, J2=1.50 Hz, 1H), 8.54 (d, J=8.6 Hz, 1H), 10.36 (broad s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08507473B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-0c986c0168904eb382cb66017630fcfa |
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| Source note | uspto-grants-2013_08 |
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