Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2224844Generated: October 30, 2026

2-Aminobenzenesulfonamide → 1-butyl-3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1-methylnaphthalen-2(1H)-one

https://huagongshe.com/reaction/2224844

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminobenzenesulfonamideHCID 72894—
Reactant2-[Bis(methylthio)methylene]-4-butyl-4-methylnaphthalene-1,3(2h,4h)-dioneHCID 11325122—
SolventTolueneHCID 1140—
Product1-butyl-3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1-methylnaphthalen-2(1H)-oneHCID 13542331386%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of Example 27F (0.064 g, 0.191 mmol) and 2-amino-benzenesulfonamide (0.035 g, 0.201 mmol) in toluene (7 mL) was refluxed for 6 hours. The solution was cooled to 25° C. and concentrated in vacuo. The residue was chromatographed on silica gel eluting with hexane followed by 20% and 30% ethyl acetate in hexane to give the desired product (0.067 g, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07378414B2
Source datasetuspto-grants-2008_05
ORD IDord-04809c1b967f4855ad44cb8b9eaf0504
Source noteuspto-grants-2008_05