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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301442Generated: October 31, 2026

Benzylamine → 5-Flouro-8-hydroxy-N-(phenylmethyl)-7-quinolinesulfonamide

https://huagongshe.com/reaction/2301442

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
Reactant5-Fluoro-8-hydroxy-7-quinolinesulfonyl chlorideHCID 18372506—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product5-Flouro-8-hydroxy-N-(phenylmethyl)-7-quinolinesulfonamideHCID 18372476—

Reaction Conditions

Temperature-78 °C

Reaction Steps

A suspension of 5-fluoro-8-hydroxy-7-quinolinesulfonyl chloride (0.150 g) in 2 mL of THF is cooled to −78° C. and treated with benzylamine (0.186 mL). The mixture is allowed to warm to 25° C. over several hours, then diluted with 50 μL of glacial acetic acid and 2 mL of distilled water. The oil which forms is crystallized by scratching, and the resulting suspension is stirred for one hour. The solid is filtered, washed with two 2 mL portions of distilled water and dried in a stream of air to give 0.121 g of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06500842B1
Source datasetuspto-grants-2002_12
ORD IDord-3bacd45b6cc84870bdd8d96179a23c41
Source noteuspto-grants-2002_12