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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494529Generated: October 30, 2026

Pyridine → N-[3-(4-butyl-1-hydroxy-4-methyl-3-oxo-2-naphthyl)-1,1-dioxo-4H-1$l^{6},2,4-benzothiadiazin-7-yl]methanesulfonamide

https://huagongshe.com/reaction/494529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant3-(7-Amino-1,1-dioxido-4h-1,2,4-benzothiadiazin-3-yl)-1-butyl-4-hydroxy-1-methylnaphthalen-2(1h)-one hydrochlorideHCID 136403739—
SolventAcetoneHCID 180—
ProductN-[3-(4-butyl-1-hydroxy-4-methyl-3-oxo-2-naphthyl)-1,1-dioxo-4H-1$l^{6},2,4-benzothiadiazin-7-yl]methanesulfonamideHCID 13544018896%

Reaction Steps

A solution of Example 33B (0.052 g, 0.112 mmol), mesyl chloride (0.035 mL, 0.447 mmol), and pyridine (0.073 mL, 0.893 mmol) in acetone (1.5 mL) was stirred at 25° C. for 18 hours. The solution was partitioned between ethyl acetate and dilute citric acid and the layers were separated. The ethyl acetate layer was dried with sodium sulfate, filtered, and concentrated in vacuo. The residue was chromatographed on silica gel eluting with methylene chloride and 2.5% methanol in methylene chloride to give the desired product (0.054 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538105B2
Source datasetuspto-grants-2009_05
ORD IDord-98eb17253bb7421f96b5620482a61fe8
Source noteuspto-grants-2009_05