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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475764Generated: November 1, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 5-[2-(3-Chloro-phenyl)-ethoxy]-4-ethyl-nicotinic acid ethyl ester

https://huagongshe.com/reaction/1475764

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
Reactant5-[2-(3-Chloro-phenyl)-ethoxy]-4-ethyl-4H-pyridine-1,3-dicarboxylic acid 3-ethyl ester 1-phenyl esterHCID 67171259—
SolventDichloromethaneHCID 6344—
Product5-[2-(3-Chloro-phenyl)-ethoxy]-4-ethyl-nicotinic acid ethyl esterHCID 67171274—

Reaction Steps

The title compound of step 2 (80 mg, 0.175 mmol)) was dissolved in dichloromethane. 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (80 mg, 0.35 mmol) was added and the mixture was stirred over night at room temperature. The mixture was partitioned between ethyl acetate and saturated sodium hydrogencarbonate solution with addition of some sodium sulfit. The combined organic extracts were dried over sodium chloride and evaporated to dryness in vacuo. The material was titured with diethyl ether, the solid material was separated by suction filtration, the filtrate was evaporated to dryness, again, to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018383B2
Source datasetuspto-grants-2015_04
ORD IDord-6f553f3e4bbc42bea8cc27659552ae81
Source noteuspto-grants-2015_04