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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301496Generated: November 1, 2026

Ethanol → N-benzyl-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide

https://huagongshe.com/reaction/2301496

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantN-Benzyl-2-acetyl-6-chloro-3-nitrobenzenesulfonamideHCID 17927784—
CatalystSulfuric AcidHCID 1118—
ProductN-benzyl-6-chloro-2-hydroxy-3-nitrobenzenesulfonamideHCID 1837355394%

Reaction Steps

A solution of N-benzyl-2-acetyl-6-chloro-3-nitrobenzenesulfonamide (225 mg, 0.59 mmol), 0.1 mL of chlorotrimethylsilane and 2 drops of fuming sulfuric acid in ethanol was heated to reflux for 20 hours. The solvent was evaporated. The residue was diluted with ethyl acetate and washed with water. The organic layer was then dried (Na2SO4) and concentrated to give the desired product (189 mg, 94%). 1H NMR (DMSO-d6): δ 7.92 (d, 1H), 7.18 (m, 5H), 6.93 (d, 1H), 4.15 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06500863B1
Source datasetuspto-grants-2002_12
ORD IDord-d61516547ffb4206855a2c12348f762c
Source noteuspto-grants-2002_12