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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2224809Generated: October 29, 2026

2-Aminobenzenesulfonamide → 1,1-Dibutyl-3-(1,1-dioxido-4h-1,2,4-benzothiadiazin-3-yl)-6-fluoro-4-hydroxynaphthalen-2(1h)-one

https://huagongshe.com/reaction/2224809

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminobenzenesulfonamideHCID 72894—
Reactant2-[Bis(methylthio)methylene]-4,4-dibutyl-7-fluoronaphthalene-1,3(2h,4h)-dioneHCID 11383861—
SolventTolueneHCID 1140—
Product1,1-Dibutyl-3-(1,1-dioxido-4h-1,2,4-benzothiadiazin-3-yl)-6-fluoro-4-hydroxynaphthalen-2(1h)-oneHCID 13638460770%

Reaction Steps

A suspension of the compound of Example 18G (39 mg, 0.10 mmol) and 2-aminobenzenesulfonamide (17 mg, 0.10 mmol) in toluene (1 mL) was warmed at reflux for 2 h. The solution was cooled and concentrated in vacuo to afford a yellow foam which was purified by flash chromatography eluting with ethyl acetate in hexane to afford the title compound (33 mg, 0.07 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07378414B2
Source datasetuspto-grants-2008_05
ORD IDord-72a70878b7724dcf8f9f7f7a3afe4f37
Source noteuspto-grants-2008_05