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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192728Generated: November 2, 2026

Water → 3-Amino-6-chloro-2-hydroxy-N-methoxy-N-ethyl-benzenesulfonamide

https://huagongshe.com/reaction/2192728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSulfuric AcidHCID 1118—
Reactant2-tert-Butyl-6-chloro-benzooxazole-7-sulfonic acid ethyl-methoxy-amideHCID 86638635—
Solvent1,4-DioxaneHCID 31275—
Product3-Amino-6-chloro-2-hydroxy-N-methoxy-N-ethyl-benzenesulfonamideHCID 86638636—

Reaction Conditions

Temperature80 °C

Reaction Steps

2-tert-Butyl-6-chloro-benzooxazole-7-sulfonic acid ethyl-methoxy-amide (2.7 g, 7.78 mmol) in dioxane (15 ml) was treated with a mixture of concentrated sulphuric acid (3.5 ml) and water (3.5 ml). The reaction mixture was heated at 80° C. for a total of 8 h and then allowed to cool to RT. Dioxane was removed in vacuo and the resulting aqueous mixture was treated with 1M NaOH (aq) until pH7 was attained. The reaction mixture was extracted with EtOAc, dried (MgSO4) and concentrated in vacuo to afford the title compound as a brown solid; [M+H]+ 281.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329754B2
Source datasetuspto-grants-2012_12
ORD IDord-94eca42bfe284771bbe8370fb47b8bc6
Source noteuspto-grants-2012_12