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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethylamineHCID 6329—
ReactantSodium CarbonateHCID 10340—
Reactant2,6-Dichloro-3-nitropyridineHCID 85239—
SolventEthanolHCID 702—
Product6-chloro-N-methyl-3-nitropyridin-2-amineHCID 1075009455.7%

Reaction Conditions

Temperature18 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388173B2
Source datasetuspto-grants-2016_07
ORD IDord-6c2dc5e265cb496a90b6110fc00ebfda
Source noteuspto-grants-2016_07