HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051492Generated: November 1, 2026
Water → 6-chloro-N-methyl-3-nitropyridin-2-amine
https://huagongshe.com/reaction/1051492
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2,6-Dichloro-3-nitropyridine | HCID 85239 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 6-chloro-N-methyl-3-nitropyridin-2-amine | HCID 10750094 | 55.7% |
Reaction Steps
To a solution of 2,6-dichloro-3-nitropyridine (1 g, 7.3 mmol) in EtOH (10 mL) was added Na2CO3 (1.3 g, 12.3 mmol) and MeNH2 at 18° C. The mixture was stirred for 16 hours at 18° C. after which TLC analysis showed the reaction was complete. The reaction mixture was then concentrated to get the crude material which was treated with water (50 mL) and extracted with ethyl acetate. The combined organic layers were washed with brine (30 mL), dried over Na2SO4 and concentrated to get yield the crude product which was purified by crystallized with ethanol to give the desired product (780 mg, 55.7%) as a yellow solid. LCMS (m/z): 188.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09388173B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-6c2dc5e265cb496a90b6110fc00ebfda |
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| Source note | uspto-grants-2016_07 |
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