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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890665Generated: October 31, 2026

3-Aminobenzonitrile → 2-(3-Cyanophenylamino)-6-chloro-3-nitropyridine

https://huagongshe.com/reaction/1890665

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-AminobenzonitrileHCID 16702—
Reactant2,6-Dichloro-3-nitropyridineHCID 85239—
ReactantSodium BicarbonateHCID 516892—
SolventAcetonitrileHCID 6342—
Product2-(3-Cyanophenylamino)-6-chloro-3-nitropyridineHCID 43330291—

Reaction Conditions

Temperature60 °C

Reaction Steps

In step 1-1, sodium bicarbonate (1.68 g, 20 mmol) was added into a solution of 2,6-dichloro-3-nitropyridine (1.93 g, 10 mmol) and 3-amino benzonitrile (1.18 g, 10 mmol) in acetonitrile and the suspension was heated for 24 hours at 60° C. The mixture was filtered and washed twice with water to give 3-(6-chloro-3-nitropyridin-2-ylamino)benzonitrile (1-1) as a pale yellow solid. 1H NMR DMSO-d6 δ (ppm) 10.24 (s, 1H), 8.57 (d, 1H), 8.09 (m, 1H), 7.93 (m, 1H), 7.62 (m, 2H), 7.08 (d, 1H); m/z 357 M+1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507488B2
Source datasetuspto-grants-2013_08
ORD IDord-fd6592b152e342458630a0a791841d8e
Source noteuspto-grants-2013_08