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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1424841Generated: October 25, 2026

Sodium methanethiolate → 5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-(N-(3-(methylthio)-4-nitrophenyl)methylsulfonamido)benzofuran-3-carboxamide

https://huagongshe.com/reaction/1424841

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium methanethiolateHCID 4378561—
Reactant6-(N-(3-Chloro-4-nitrophenyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamideHCID 131732254—
SolventAcetonitrile 2-propanolHCID 21921005—
Product5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-(N-(3-(methylthio)-4-nitrophenyl)methylsulfonamido)benzofuran-3-carboxamideHCID 131732293—

Reaction Steps

A mixture of 6-(N-(3-chloro-4-nitrophenyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide (2 g, 3.58 mmol), and sodium thiomethoxide (0.685 g, 9.78 mmol) was dissolved in 20 mL of 1:1 CH3CN/Isopropanol and was stirred at room temperature for 3 h. Solvent was evaporated and water (60 mL) was added. The yellowish solid formed was filtered, washed with water to provide light yellowish solid which was used in the next step. (1.6 g, 86%) LCMS (m/z, ES+)=570 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927593B2
Source datasetuspto-grants-2015_01
ORD IDord-3e2f7630863749afa9bad25c3b25f865
Source noteuspto-grants-2015_01