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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522209Generated: October 29, 2026

Citric Acid → HCID 137199432, compound

https://huagongshe.com/reaction/522209

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantSodium ethanethiolateHCID 4459711—
ReactantHCID 131735517HCID 131735517—
Solvent1-MethylpyrrolidineHCID 8454—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 137199432HCID 137199432—

Reaction Steps

A mixture of Example 14E (920.0 mg, 2.286 mmol) and sodium ethanethiolate (641 mg, 6.86 mmol) in N-methylpyrrolidine (40 mL) was stirred at 120° C. for 3 hours. The mixture was treated with brine, acidified to pH 4-5 with 5% citric acid, and extracted with ethyl acetate (twice). The combined organic layers were washed with brine, dried over magnesium sulfate, filtered, concentrated, and purified on silica using the ISCO Companion flash system eluting with heptanes/ethyl acetate (5:5 to 4:6) to provide the title compound. MS (ESI+) m/z 389.0 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328112B2
Source datasetuspto-grants-2016_05
ORD IDord-0e0fa6aed1664fd9a79fd2bc44b446eb
Source noteuspto-grants-2016_05