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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494540Generated: October 30, 2026

2-Aminobenzenesulfonamide → 1-(5,5-Dimethylhexyl)-3-(1,1-dioxido-4h-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1-methylnaphthalen-2(1h)-one

https://huagongshe.com/reaction/494540

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminobenzenesulfonamideHCID 72894—
Reactant2-[Bis(methylthio)methylene]-4-(5,5-dimethylhexyl)-4-methylnaphthalene-1,3(2h,4h)-dioneHCID 11303866—
SolventTolueneHCID 1140—
Product1-(5,5-Dimethylhexyl)-3-(1,1-dioxido-4h-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1-methylnaphthalen-2(1h)-oneHCID 135481013852.1%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of Example 35H (0.097 g, 0.249 mmol) and 2-amino-benzenesulfonamide (0.045 g, 0.262 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 (0.99 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538105B2
Source datasetuspto-grants-2009_05
ORD IDord-be379cd4ff9a4bae972b1caed13d7c88
Source noteuspto-grants-2009_05