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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 605143Generated: October 31, 2026

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

https://huagongshe.com/reaction/605143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium carbonateHCID 10796—
Reactant3-AminothiophenolHCID 31577—
ReactantN-(3-bromophenyl)-4-chloro-3-nitrobenzamideHCID 1368133—
SolventDimethylformamideHCID 6228—
Product4-(3-Amino-phenylsulfanyl)-N-(3-bromo-phenyl)-3-nitro-benzamideHCID 67040274107.7%

Reaction Steps

A solution of N-(3-Bromo-phenyl)-4-chloro-3-nitro-benzamide (from Example 26A) (2.13 g, 6.0 mmol), 3-aminothiophenol (0.75 g, 6.0 mmol) and cesium carbonate (4.0 g, 12.0 mmol) in N,N-dimethylformamide (20 mL) was heated to 95° C. for 3 hours. After cooling to room temperature the mixture was poured into ice water (100 mL) and the resultant solution adjusted to pH 6 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 (2.87 g, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910595B2
Source datasetuspto-grants-2011_03
ORD IDord-4a1adf56b40045a2b612e07f130f2146
Source noteuspto-grants-2011_03