HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572186Generated: November 2, 2026
Water → N-[4-(benzyloxy)phenyl]-4-methyl-3-nitropyridin-2-amine
https://huagongshe.com/reaction/572186
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-4-methyl-3-nitropyridine | HCID 345363 | — |
| Reactant | 4-Benzyloxyaniline hydrochloride | HCID 2723831 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | N-[4-(benzyloxy)phenyl]-4-methyl-3-nitropyridin-2-amine | HCID 58577297 | 63.8% |
Reaction Steps
A suspension of 2-chloro-4-methyl-3-nitropyridine (8.63 g), 4-benzyloxyaniline hydrochloride (13.0 g) and triethylamine (20.9 ml) in DMSO (150 ml) was stirred at 120° C. overnight. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was recrystallized from hexane/ethyl acetate to give the title compound (10.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09029388B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-ba853adef5834168b1398bcd0ab07d49 |
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| Source note | uspto-grants-2015_05 |
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