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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2217976Generated: November 1, 2026

Citric Acid → 5-Chloro-N-[6-chloro-3-(2-furanylmethoxy)-2-pyrazinyl]-2-thiophenesulphonamide

https://huagongshe.com/reaction/2217976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantFurfuryl AlcoholHCID 7361—
ReactantSodium hydrideHCID 24758—
Reactant5-Chloro-N-(3-bromo-6-chloro-2-pyrazinyl)-2-thiophenesulphonamideHCID 10215996—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-Chloro-N-[6-chloro-3-(2-furanylmethoxy)-2-pyrazinyl]-2-thiophenesulphonamideHCID 1019438228.7%

Reaction Conditions

Temperature40 °C

Reaction Steps

Sodium hydride (0.04 g of a 60% dispersion in oil) was added to furfurylalcohol (0.034 g) in 1,2-dimethoxyethane (1.0 mL). After 5 minutes 5-chloro-N-(3-bromo-6-chloro-2-pyrazinyl)-2-thiophenesulphonamide (0.1 g) was added and the mixture heated at 40° C. After 16 h, 5% aqueous citric acid (5.0 mL) was added and the mixture extracted with ethyl acetate (2×20 mL). The combined extracts were washed with brine, dried (MgSO4) and the solvent evaporated. Chromatography on silica gel eluting with dichloromethane gave the title compound as a white solid (0.03 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07410972B2
Source datasetuspto-grants-2008_08
ORD IDord-3157029e9720439c9cc7377e4fb98984
Source noteuspto-grants-2008_08