HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229304Generated: October 31, 2026
Water → 6-CHLORO-N-ETHYL-3-NITROPYRIDIN-2-AMINE
https://huagongshe.com/reaction/2229304
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2,6-Dichloro-3-nitropyridine | HCID 85239 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 6-CHLORO-N-ETHYL-3-NITROPYRIDIN-2-AMINE | HCID 10726769 | 80% |
Reaction Steps
An ice-cold solution of EtNH2 (49.8 g, 1.10 mol) in toluene (200 mL) was added over 15 min to an ice-cold solution of 2,6-dichloro-3-nitropyridine (100.0 g, 0.52 mol) in toluene (225 mL). The mixture was stirred at 0° C. for 45 min. Water (500 mL) and EtOAc (500 mL) were added and the phases were separated. The organic layer was successively washed with water (200 mL) and brine (200 mL), dried (MgSO4), filtered and concentrated under reduced pressure. The residual solid was recrystallised from MeOH to give the title compound (83.7 g, 80% yield) as yellow needles.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06420359B1 |
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| Source dataset | uspto-grants-2002_07 |
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| ORD ID | ord-b7a259db5f014ce68be845f972306556 |
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| Source note | uspto-grants-2002_07 |
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