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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2372983Generated: October 25, 2026

Sodium methanethiolate → 4-Sulfanylbenzene-1,3-dicarbonitrile

https://huagongshe.com/reaction/2372983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium methanethiolateHCID 4378561—
Reactant4-IodoisophthalonitrileHCID 12557202—
SolventHexamethylphosphoramideHCID 12679—
Product4-Sulfanylbenzene-1,3-dicarbonitrileHCID 1479533681%

Reaction Conditions

Temperature80 °C

Reaction Steps

Under argon, 3.03 g (12.10-3 mol) of 3-cyano-4-iodobenzonitrile and 3.36 g (48.10-3 mol) of sodium thiomethylate are dissolved in 80 ml of anhydrous hexamethylphosphoramide and the solution obtained is then heated at 80° C. for 45 minutes. The resulting reaction medium is hydrolyzed in an ice/1N HCl mixture and then extracted with methylene chloride. The organic phase is washed with water and then dried over magnesium sulfate and evaporated under reduced pressure to give 1.55 g (yield: 81%) of the expected product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05101048
Source datasetuspto-grants-1992_03
ORD IDord-c7cb3ba7f96b46fa844091801d1f5ed6
Source noteuspto-grants-1992_03