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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | HCID 22566617 | HCID 22566617 | — |
| Reactant | Sodium Bisulfite | HCID 23665763 | — |
| Reactant | 7,8-Diamino-1-hydroxy-3-naphthoic acid dihydrochloride | HCID 69547931 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(3',4'-dimethylbiphenyl-3-yl)-9-hydroxy-3H-naphtho[1,2-d]imidazole-7-carboxylic Acid Hydrochloride | HCID 69548979 | 33% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06858630B2 |
|---|
| Source dataset | uspto-grants-2005_02 |
|---|
| ORD ID | ord-deddf14e1e8344839a5e34dde35656cd |
|---|
| Source note | uspto-grants-2005_02 |
|---|