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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2121331Generated: November 4, 2026

4-Nitrobenzoic Acid → Cyclohex-3-enyl-(6,7-dimethoxyquinoxalin-2-yl)-amine

https://huagongshe.com/reaction/2121331

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Nitrobenzoic AcidHCID 6108—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 178486821HCID 178486821—
SolventTetrahydrofuranHCID 8028—
ProductCyclohex-3-enyl-(6,7-dimethoxyquinoxalin-2-yl)-amineHCID 2257315787.7%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of trans-4-(6,7-dimethoxy-quinoxalin-2-ylamino)-cyclohexanol (303 mg, 1 mmol) in 10 mL of THF at −78° C. are added triphenylphosphine (524 mg, 2 mmol) and diethyl azodicarboxylate (1 mL). The mixture is stirred at −78° C. for one hour before addition of 4-nitrobenzoic acid (334 mg, 2 mmol). After being stirred at −78° C. for one hour, the mixture is continued to stir at ROOM TEMPERATURE for additional hour and then concentrated. The residue is chromatographed on silica gel (ether) to give 250 mg (87.7%) of cyclohex-3-enyl-(6,7-dimethoxyquinoxalin-2-yl)-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06696434B2
Source datasetuspto-grants-2004_02
ORD IDord-a42b11cb1c1649db9d3e873b47d941e2
Source noteuspto-grants-2004_02