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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370623Generated: November 1, 2026

4-Bromoaniline → 8-(4-Bromo-phenylamino)-4-(2-chloro-phenyl)-4H-3,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-5-one

https://huagongshe.com/reaction/2370623

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromoanilineHCID 7807—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(2-Chloro-phenyl)-8-methanesulfinyl-4H-3,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-5-oneHCID 68194757—
Product8-(4-Bromo-phenylamino)-4-(2-chloro-phenyl)-4H-3,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-5-oneHCID 68194599—

Reaction Steps

A mixture of Example 1E (250.0 mg, 0.695 mmol) and 4-bromoaniline (191 mg, 1.112 mmol) was heated at 90° C. for 1 hour. While warm, the residue was treated with saturated aqueous NaHCO3 solution and extracted with ethyl acetate (twice). The combined organic layers were dried over MgSO4, filtered, and concentrated. The residue was triturated with a small amount of ethyl acetate. The solids were filtered, washed with ethyl acetate/hexane, and oven-dried to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710065B2
Source datasetuspto-grants-2014_04
ORD IDord-c05114562e6146aca6e5392d2ca33ab5
Source noteuspto-grants-2014_04