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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2356005Generated: October 30, 2026

4-Chloro-3-nitrobenzenesulfonamide → HCID 22730653, compound

https://huagongshe.com/reaction/2356005

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-3-nitrobenzenesulfonamideHCID 7324—
ReactantBenzenamine, 2-phenoxy-HCID 75899—
ReactantLithium HexamethyldisilazideHCID 2733832—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 22730653HCID 22730653—

Reaction Steps

A −78° C. solution of Example 1C (236 mg, 1.0 mmol) and 2-phenoxyaniline (370 mg, 2.0 mmol) in THF (10 mL) was treated with 1M lithium hexamethyldisilazide in THF (4 mL, 4.0 mmol), warmed to room temperature over 4 hours, diluted with ethyl acetate (50 mL), washed sequentially with 1M HCl (5 mL), water (5 mL), and brine (5 mL), dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 10-30% ethyl acetate/hexanes to provide the desired product. MS (ESI(−)) m/e 384 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07754886B2
Source datasetuspto-grants-2010_07
ORD IDord-6d24b1d4a574468480c3ed8e6e8bded3
Source noteuspto-grants-2010_07