Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660534Generated: November 3, 2026

Hydrochloric Acid → N-{2-[3-Benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-ethyl}-benzamide

https://huagongshe.com/reaction/660534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantN-(2-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}ethyl)-benzamideHCID 68840001—
SolventTetrahydrofuranHCID 8028—
ProductN-{2-[3-Benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-ethyl}-benzamideHCID 68837924—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of N-(2-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}ethyl)-benzamide (0.13 g, 0.23 mmol) in 3 mL THF is added 0.7 mL of a 0.5M solution of TBAF in THF. The mixture is stirred at 50° C. for 2 h then is allowed to cool to RT. The mixture is poured into 1N HCl (20 mL) and extracted with EtOAc. The organic phase is washed with 1N HCl and brine and is dried over magnesium sulfate. The solvent is removed under reduced pressure and the resulting solid is triturated with ether/hexane to furnish the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084448B2
Source datasetuspto-grants-2011_12
ORD IDord-cf4d267e2c4e43c9a4d4ae3694cb0bb0
Source noteuspto-grants-2011_12