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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1186722Generated: November 1, 2026

Sodium Hydroxide → 4-[3-(1H-Tetrazol-5-yl)phenyl]-1,4-dihydrobenzo[f]quinoxaline-2,3-dione

https://huagongshe.com/reaction/1186722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantTributyltin azideHCID 4984872—
Reactant4-(3-Cyanophenyl)-1,4-dihydrobenzo[f]quinoxaline-2,3-dioneHCID 56640368—
SolventTolueneHCID 1140—
Product4-[3-(1H-Tetrazol-5-yl)phenyl]-1,4-dihydrobenzo[f]quinoxaline-2,3-dioneHCID 17851856966%

Reaction Conditions

Temperature110 °C

Reaction Steps

To an anhydrous toluene (1 mL)-anhydrous DMF (1.5 mL) solution of 4-(3-cyanophenyl)-1,4-dihydrobenzo[f]quinoxaline-2,3-dione (20 mg, 0.064 mmol) was added tri-n-butyltin azide (53 μL, 0.192 mmol), and the mixture was stirred at 110° C. for 18 hours. After cooling on standing, the reaction mixture was poured into a 1M aqueous sodium hydroxide solution, and washed with ethyl acetate. After neutralization of the aqueous layer by addition of a 1M aqueous hydrochloric acid solution, the precipitated solid was collected by filtration, washed with water, and dried to obtain the titled compound as a white crystal (15 mg, yield 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673915B2
Source datasetuspto-grants-2014_03
ORD IDord-488da16e13134109b19973b4fb3aab6f
Source noteuspto-grants-2014_03