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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192712Generated: November 2, 2026

6-chloro-3-(2-ethoxy-3,4-dioxo-cyclobut-1-enylamino)-2-hydroxy-N-methoxy-N-methyl-benzenesulfonamide → HCID 86658405, compound

https://huagongshe.com/reaction/2192712

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-chloro-3-(2-ethoxy-3,4-dioxo-cyclobut-1-enylamino)-2-hydroxy-N-methoxy-N-methyl-benzenesulfonamideHCID 56844293—
ReactantHCID 67083654HCID 67083654—
SolventAcetonitrileHCID 6342—
ProductHCID 86658405HCID 86658405—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a stirred solution of 6-chloro-3-(2-ethoxy-3,4-dioxocyclobut-1-enylamino)-2-hydroxy-N-methoxy-N-methylbenzenesulfonamide (Intermediate A) (500 mg, 1.279 mmol) in MeCN was added TEA (1.783 ml, 12.79 mmol) and (R)-1-(tetrahydro-furan-2-yl)-propylamine (1 g, 7.74 mmol) (Intermediate DA). The reaction mixture was heated to 70° C. over night. The reaction mixture was evaporated to dryness. The residue was dissolved in DCM and washed with 0.1M aqueous HCl. The organic layer was dried over MgSO4, filtered and evaporated to dryness. The diastereomers were separated by Supercritical fluid chromatography according to the following conditions:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329754B2
Source datasetuspto-grants-2012_12
ORD IDord-e3bbcb35225444e2a1f0393ce6018c15
Source noteuspto-grants-2012_12