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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 729261Generated: October 29, 2026

Hydrochloric Acid → HCID 68662198, compound

https://huagongshe.com/reaction/729261

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanedioic acid, monoethyl esterHCID 21943339—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantN-[4-(Difluoromethoxy)benzyl]-1-phenylmethanesulfonamideHCID 33038515—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68662198HCID 6866219890.8%

Reaction Conditions

Temperature150 °C

Reaction Steps

N-[4-(Difluoromethoxy)benzyl]-1-phenylmethanesulfonamide (0.6 g, 1.83 mmol) and ethyl oxalate (0.32 g, 2.20 mmol) were mixed in THF (4 mL, dry). Under an atmosphere of nitrogen, potassium tert-butoxide (0.27 g, 2.38 mmol) was added and the reaction mixture was heated in a microwave reactor at 150° C. for 10 mins and then at 150° C. for 5 mins. The mixture was then cooled in an ice-bath and HCl (10%, 1 mL) was added, pH˜1. The mixture was evaporated to remove THF and the residue was extracted with DCM (20 mL). The extract was dried (MgSO4) and evaporated to give the crude product (0.634 g). It was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582629B2
Source datasetuspto-grants-2009_09
ORD IDord-745268b0a7df45b0a239785518ccb393
Source noteuspto-grants-2009_09