Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | P-Anisidine | HCID 7732 | — |
| Reactant | 2-Chloro-3-nitropyridine | HCID 79613 | — |
| Solvent | Glycol monoethyl ether | HCID 8076 | — |
| Product | HCID 4197917 | HCID 4197917 | 85% |
Reaction Steps
5.0 g (32 mmol) of 2-chloro-3-nitropyridine was dissolved in 2-ethoxyethanol (150 mL), and water (150 mL) was added thereto. To the mixed solution, 3.9 g (32 mmol) of 4-methoxyaniline and 6 N hydrochloric acid (1 mL) were added, and the mixture was heated to reflux for 12 hours while stirring. After confirming the completion of the reaction, the reaction solution was cooled to room temperature, and the solvent was distilled off under reduced pressure. The residue was extracted with ethyl acetate, and washed with saturated brine, and then the obtained organic layer was dried over anhydrous magnesium sulfate. The inorganic matter was separated by filtration, and then the solvent was distilled off under reduced pressure, to obtain 6.6 g (yield: 85%) of N-(4-methoxyphenyl)-3-nitropyridin-2-amine as orange-colored crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08389523B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-812a37e2eea94a8db9ec6204c63f89ee |
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| Source note | uspto-grants-2013_03 |
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