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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25320Generated: October 26, 2026

Hydrochloric Acid → 3-[2-(3',4'-dimethylbiphenyl-3-yl)-9-hydroxy-3H-naphtho[1,2-d]imidazole-7-sulfonylamino]-benzoic Acid

https://huagongshe.com/reaction/25320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3-Aminobenzoic AcidHCID 7419—
Reactant2-(3',4'-dimethylbiphenyl-3-yl)-9-hydroxyl-3H-naphtho[1,2-d]imidazole-7-sulfonyl chlorideHCID 22566674—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product3-[2-(3',4'-dimethylbiphenyl-3-yl)-9-hydroxy-3H-naphtho[1,2-d]imidazole-7-sulfonylamino]-benzoic AcidHCID 225665784.9%

Reaction Steps

To an agitated suspension of 3-aminobenzoic acid (0.028 g, 0.2 mmol) in THF (1 mL) was added 2-(3′,4′-dimethylbiphenyl-3-yl)-9-hydroxyl-3H-naphtho[1,2-d]imidazole-7-sulfonyl chloride (0.083 g, 0.18 mmol) and sodium hydroxy (0.018 g, 0.4 mmol) in water (0.5 mL). After agitated for 30 minutes, the reaction mixture was added 6N hydrochloride (2 ml) and concentrated under reduced pressure. The residue was subjected to HPLC (ODS-A, gradient 10-90% CH3CN/water 0.1% TFA) to provide the title compound (0.005 g, 4%) MS(ES) m/z 564 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06858630B2
Source datasetuspto-grants-2005_02
ORD IDord-2a5c08e5f3444db3941ed7195666aea4
Source noteuspto-grants-2005_02