HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 729261Generated: October 29, 2026
Hydrochloric Acid → HCID 68662198, compound
https://huagongshe.com/reaction/729261
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanedioic acid, monoethyl ester | HCID 21943339 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | N-[4-(Difluoromethoxy)benzyl]-1-phenylmethanesulfonamide | HCID 33038515 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68662198 | HCID 68662198 | 90.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07582629B2 |
|---|
| Source dataset | uspto-grants-2009_09 |
|---|
| ORD ID | ord-745268b0a7df45b0a239785518ccb393 |
|---|
| Source note | uspto-grants-2009_09 |
|---|