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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1825589Generated: October 25, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → Ethyl 6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)-2-phenylpyridine-3-carboxylate

https://huagongshe.com/reaction/1825589

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
ReactantEthyl benzoylacetateHCID 7170—
Reactant2-ChloropyridineHCID 7977—
Reactant{2-[(6-Amino-5-nitro(2-pyridyl))amino]ethyl}[6-(2,4-dichlorophenyl)-5-imidazolyl(2-pyridyl)]amineHCID 22142808—
ReactantEthyl 6-chloro-2-phenylpyridine-3-carboxylateHCID 22142863—
SolventAcetonitrileHCID 6342—
ProductEthyl 6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)-2-phenylpyridine-3-carboxylateHCID 22142365—

Reaction Steps

ethyl 6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)-2-phenylpyridine-3-carboxylate was prepared from ethyl 3-oxo-3-phenylpropanoate as the starting material and DDQ in the oxidation step. The final product is achieved directly from the chloropyridine by reacting ethyl 6-chloro-2-phenylpyridine-3-carboxylate with 2-(2-aminoethylamine)-5-nitropyridine in CH3CN and Hüing's base at 80° C. for 18 hours. The procedures are analogous to the general method for {2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}[6-(2,4-dichlorophenyl)-5-imidazolyl(2-pyridyl)]amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07045519B2
Source datasetuspto-grants-2006_05
ORD IDord-e3f8e99e9041420aa5f94814ce9c30cb
Source noteuspto-grants-2006_05