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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868284Generated: November 1, 2026

Ammonia → Ethyl 4-amino-6-chloro-5-nitronicotinate

https://huagongshe.com/reaction/1868284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantTriethylamineHCID 8471—
Reactant1,4-DioxaneHCID 31275—
Reactant4,6-dichloro-2-methyl-5-nitro-3-Pyridinecarboxylic acidHCID 20327865—
SolventDichloromethaneHCID 6344—
ProductEthyl 4-amino-6-chloro-5-nitronicotinateHCID 45588416—

Reaction Steps

To a solution of 4,6-Dichloro-2-methyl-5-nitro-pyridine-3-carboxylic acid (15 g, 56.6 mmol) and triethylamine (7.9 mL, 57.3 mmol) in dichloromethane (84 mL) at 0° C. was added dropwise ammonia solution in dioxane (0.5 M, 113 mL, 56.5 mmol). The mixture was then stirred overnight. Removal of the solvent followed by column chromatography gave 9 as a yellow crystalline solid. (7.3 g). 1H-NMR δ: 1.32 (t, J=7.1 Hz, 3H), 4.33 (q, J=7.1 Hz, 2H), 8.06 (s, br, 2H), 8.62 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635695B2
Source datasetuspto-grants-2009_12
ORD IDord-764ec60174cd4ba5bafd76c843517b26
Source noteuspto-grants-2009_12