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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 912496Generated: November 1, 2026

Ethyl Acetate → 3-Amino-6-chloro-4-methylamino-pyridine-2-carbonitrile

https://huagongshe.com/reaction/912496

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium HydroxideHCID 14923—
ReactantStannous chloride dihydrateHCID 61436—
Reactant6-Chloro-4-methylamino-3-nitro-pyridine-2-carbonitrileHCID 57657558—
SolventEthanolHCID 702—
Product3-Amino-6-chloro-4-methylamino-pyridine-2-carbonitrileHCID 57657571100.5%

Reaction Steps

Tin(II) chloride dihydrate (21 g) was added to a suspension of 6-chloro-4-methylamino-3-nitro-pyridine-2-carbonitrile (6.6 g) in ethanol (150 ml). The mixture was stirred at room temperature for 3 hours. To above red-brown coloured solution was then added ethyl acetate (1000 ml) and followed by 10% aqueous ammonium hydroxide (200 ml). The organic layer were seperated, the sticky solid pad was washed with ethyl acetate (5×200 ml). Combined organic layer was then washed with saturated sodium chloride aqueous solution (2×200 ml), dried over sodium sulphate, solvent removed to give a brown solid as expected product (5.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026236B2
Source datasetuspto-grants-2011_09
ORD IDord-faf3e2e2520f4cbbb990cca4f915dc9b
Source noteuspto-grants-2011_09