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HRID 31913Erstellt: 24. Oktober 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 22142535, Verbindung

https://huagongshe.com/de/reaction/31913

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
Edukt2-ChloropyridineHCID 7977—
EduktEthyl 3-(2,4-dichlorophenyl)-3-oxopropanoateHCID 542007—
Edukt{2-[(6-Amino-5-nitro(2-pyridyl))amino]ethyl}[6-(2,4-dichlorophenyl)-5-imidazolyl(2-pyridyl)]amineHCID 22142808—
EduktEthyl 6-chloro-2-phenylpyridine-3-carboxylateHCID 22142863—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelTetrahydrofuran ethanolHCID 21873804—
ProduktHCID 22142535HCID 22142535—

Reaktionsschritte

Ethyl 2-(2,4-dichlorophenyl)-6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)-pyridine-3-carboxylate was prepared from ethyl 3-(2,4-dichlorophenyl)-3-oxopropanoate (ref Wemple, J.; et. al. Synthesis 1993, 290-292.) as the starting material and THF/ethanol ratio of 3:1 as the solvent in the first step. The oxidation uses DDQ. 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 Hüing's base at 120° 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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07425557B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-88543bdb59334bb18b51554df9150294
Quellennotizuspto-grants-2008_09