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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1860385Generated: October 26, 2026

Ethyl Acetate → 2,2-Diethoxythioacetamide

https://huagongshe.com/reaction/1860385

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
ReactantPhosphorus sulfide (P2S5)HCID 14817—
Reactant2,2-DiethoxyacetamideHCID 100765—
SolventTetrahydrofuranHCID 8028—
Product2,2-DiethoxythioacetamideHCID 279473490.2%

Reaction Steps

To a stirred mixture of P2S5 (45 g) in THF (300 ml) at 23°, sodium carbonate (21.5 g) was added. At the mixture, vigorously stirred, 2,2-diethoxyacetamide (10 g) was added. After 24 h a 10% aqueous solution of Na3PO4 (200 ml), EA (300 ml) and CH (300 ml) were respectively added. The aqueous layer was washed with EA and united to the organic layer. This was washed with water until clarification, dried and the solvent evaporated under reduce pressure. The crude residue was purified by flash chromatography (eluting with CH-EA 1:1) to give the title compound as a white solid (10 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06531466B2
Source datasetuspto-grants-2003_03
ORD IDord-fa9db38bfdff4928a25e16fdd5ca99f6
Source noteuspto-grants-2003_03