Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1801347Generated: October 31, 2026

3-Fluorobenzenesulfonyl Chloride → 2-(4-(3-Fluorophenylsulfonamido)phenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylic acid

https://huagongshe.com/reaction/1801347

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluorobenzenesulfonyl ChlorideHCID 2734258—
Reactant2-(4-Aminophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylic acidHCID 67441433—
SolventPyridineHCID 1049—
Product2-(4-(3-Fluorophenylsulfonamido)phenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylic acidHCID 5847614462%

Reaction Steps

To a solution of 2-(4-aminophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylic acid (50 mg, 0.17 mmol) in 5 mL of pyridine was added 3-fluorobenzene-1-sulfonyl chloride (41 mg 0.21 mmol) below 0° C. The mixture was stirred at room temperature under nitrogen overnight. Pyridine was removed in vacuo and the residue was purified by preparative thin layer chromatography to afford 2-(4-(3-fluorophenylsulfonamido)phenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylic acid as a yellow solid, 43 mg, yield: 62%. MS (ESI+APCI) M+1=455.50.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344137B2
Source datasetuspto-grants-2013_01
ORD IDord-0833f4a5e1474fda93b89ac61e95a2fe
Source noteuspto-grants-2013_01