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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1889662Generated: November 2, 2026

Triethylamine → 3-((3,5-Dichloro-N-(4-fluorobenzyl)-2-hydroxyphenylsulfonamido)methyl)-N-(3,5-dichlorobenzyl)-N-(4-fluorobenzyl)benzamide

https://huagongshe.com/reaction/1889662

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3,5-Dichloro-2-hydroxybenzenesulphonyl chlorideHCID 90078—
ReactantN-(3,5-Dichlorobenzyl)-N-(4-fluorobenzyl)-3-((4-fluorobenzylamino)methyl)benzamideHCID 58531676—
SolventTetrahydrofuranHCID 8028—
Product3-((3,5-Dichloro-N-(4-fluorobenzyl)-2-hydroxyphenylsulfonamido)methyl)-N-(3,5-dichlorobenzyl)-N-(4-fluorobenzyl)benzamideHCID 5853138352.3%

Reaction Steps

To a solution of N-(3,5-dichlorobenzyl)-N-(4-fluorobenzyl)-3-((4-fluorobenzylamino)methyl)benzamide (70 mg, 0.13 mmol) in THF (3 mL) were added 3,5-dichloro-2-hydroxybenzenesulfonyl chloride (42 mg, 0.16 mmol) and Et3N (0.02 mL, 0.13 mmol). The resulting mixture was stirred at rt for 2 h, concentrated and the residue was dissolved in MeOH and purified by preparative HPLC to give the desired product as a white solid (51 mg, 51%). 1H NMR (CD3OD): δ 7.71 (s, 7.66 (d, J=4.0 Hz, 1H), 7.34-7.07 (m, 13H), 6.81 (t, J=8.0 Hz, 2H), 4.75-4.65 (m, 2H), 4.54 (s, 2H), 4.43-4.40 (m, 4H); MS (ESI): [M+H]+=751.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501992B2
Source datasetuspto-grants-2013_08
ORD IDord-c33a4ea903ea4b3b963a43a8743349e3
Source noteuspto-grants-2013_08