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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 883954Generated: October 26, 2026

Hydrochloric Acid → 4-(4-Amino-phenylsulfanyl)-N-(4-bromo-phenyl)-3-nitro-benzamide

https://huagongshe.com/reaction/883954

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium carbonateHCID 10796—
Reactant4-AminothiophenolHCID 14510—
ReactantN-(4-bromophenyl)-4-chloro-3-nitrobenzamideHCID 1068537—
SolventDimethylformamideHCID 6228—
Product4-(4-Amino-phenylsulfanyl)-N-(4-bromo-phenyl)-3-nitro-benzamideHCID 6704085096%

Reaction Steps

A solution of the product from Example 49A (3.0 g, 8.44 mmol), 4-aminothiophenol (1.06 g, 8.44 mmol) and cesium carbonate (5.5 g, 17.0 mmol) in N,N-dimethylformamide (15 mL) was heated to 90° C. for 4 hours. After cooling to room temperature the mixture was poured into ice water (100 mL) and the resultant solution acidified to pH 5 with 1N aqueous hydrochloric acid. The solution was then extracted with ethyl acetate (3×50 mL), the combined extracts dried over sodium sulfate, filtered and concentrated under vacuum to provide the title compound as an orange solid (3.6 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08236950B2
Source datasetuspto-grants-2012_08
ORD IDord-3f5ce05851f24513a0887fa2e1347e77
Source noteuspto-grants-2012_08