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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 854068Generated: October 30, 2026

Methanol → 2-Amino-6-methoxy-3-nitropyridine

https://huagongshe.com/reaction/854068

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant6-Chloro-3-nitropyridin-2-ylamineHCID 2724035—
ReactantSodium MethoxideHCID 10942334—
SolventWaterHCID 962—
Product2-Amino-6-methoxy-3-nitropyridineHCID 385242886.5%

Reaction Conditions

Temperature15 °C

Reaction Steps

Sodium methoxide, 7.78 gm (0.144 mole) and methanol 50.0 ml were mixed and cooled to 15° C. To this solution, 25.0 gm of 2-amino-6-chloro-3-nitropyridine (0.144 mole) was added while maintaining the temperature at 15° C. by external cooling. The resulting mixture was heated to 25°–30° C. and maintained at this temperature for 4–5 hrs with constant stirring. The completion of reaction was monitored by TLC. After the completion of reaction, the reaction mixture was poured in water. The precipitate thus obtained was filtered and washed with water. On drying 21.0 gm of 2-amino-3-nitro-6-methoxypyridine (86.5% yield) was obtained, with the HPLC purity of 99.0%. Melting point 167°–169° C.; 1HNMR (CDCl3) δ3.89 ppm (s, -3H, OCH3), 66.14–6.16 ppm (d, 1H), 68.24–8.27 ppm (d, 1H), 68.16 ppm (s, -2H, —NH2)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07256295B2
Source datasetuspto-grants-2007_08
ORD IDord-e85ef355fb0f477f88ab9f637bf2cb26
Source noteuspto-grants-2007_08