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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1443962Generated: November 1, 2026

Citric Acid → 2,3-Dichloro-N-[3-(2-pyridinylmethoxy)-2-pyrazinyl]benzenesulphonamide

https://huagongshe.com/reaction/1443962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantPiconolHCID 11474—
ReactantSodium hydrideHCID 24758—
Reactant2,3-Dichloro-N-(3-chloro-2-pyrazinyl)benzenesulphonamideHCID 59168167—
Solvent1,2-DimethoxyethaneHCID 8071—
Product2,3-Dichloro-N-[3-(2-pyridinylmethoxy)-2-pyrazinyl]benzenesulphonamideHCID 10194455—
ProductIsohexane ethyl acetateHCID 21882781—

Reaction Conditions

Temperature70 °C

Reaction Steps

Sodium hydride (0.05 g of a 60% dispersion in oil) was added to pyridine-2-methanol (0.088 g) in 1,2-dimethoxyethane (3.0 mL). After 5 minutes, 2,3-dichloro-N-(3-chloro-2-pyrazinyl)benzenesulphonamide (0.1 g) was added and the mixture heated at 70° C. After 4 h, 5% aqueous citric acid (10 mL) was added and the mixture extracted with ethyl acetate (2×50 mL). The combined extracts were washed with brine, dried (MgSO4) and the solvent evaporated. Chromatography on silica gel eluting with ethyl acetate/isohexane mixtures gave the title compound as a white solid (0.06 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662825B2
Source datasetuspto-grants-2010_02
ORD IDord-96aa17351bb04f72a91123a7b13d570c
Source noteuspto-grants-2010_02