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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25317Generated: October 28, 2026

Ethanol → 2-(3',4'-dimethylbiphenyl-3-yl)-9-hydroxy-3H-naphtho[1,2-d]imidazole-7-carboxylic Acid Hydrochloride

https://huagongshe.com/reaction/25317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantHCID 22566617HCID 22566617—
ReactantSodium BisulfiteHCID 23665763—
Reactant7,8-Diamino-1-hydroxy-3-naphthoic acid dihydrochlorideHCID 69547931—
SolventWaterHCID 962—
Product2-(3',4'-dimethylbiphenyl-3-yl)-9-hydroxy-3H-naphtho[1,2-d]imidazole-7-carboxylic Acid HydrochlorideHCID 6954897933%

Reaction Conditions

Temperature60 °C

Reaction Steps

To an agitated solution of 3,4-dimethylbiphenyl-3-carbaldehyde (0.019 g, 0.09 mmol) in EtOH (0.80 mL) was added 7,8-Diamino-1-hydroxy-3-naphthoic acid dihydrochloride (0.024 g, 0.08 mmol) and sodium bisulfite (0.02 g) in water (0.20 mL). The solution was heated to 60° C. and agitated overnight. The solution was cooled to room temperature and concentrated under reduced pressure. The tan residue was subjected to HPLC (ODS-A, gradient 10-90% CH3CN/water 0.1% TFA) to provide the title compound (0.015 g, 33%) MS(ES) m/z 409 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06858630B2
Source datasetuspto-grants-2005_02
ORD IDord-deddf14e1e8344839a5e34dde35656cd
Source noteuspto-grants-2005_02