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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494442Generated: October 30, 2026

Sodium Hydroxide → Sodium 2-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-3-oxo-4,4-dipropyl-3,4-dihydro-1-naphthalenolate

https://huagongshe.com/reaction/494442

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1,1-dipropyl-2(1H)-naphthalenoneHCID 135514447—
SolventAcetonitrile--water (1/1)HCID 18373917—
ProductSodium 2-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-3-oxo-4,4-dipropyl-3,4-dihydro-1-naphthalenolateHCID 68874500101.6%

Reaction Conditions

Temperature25 °C

Reaction Steps

A suspension of the product of Example 1H (55 mg, 0.13 mmol) in 1:1 acetonitrile-water was treated with 1N NaOH solution (130 μL 0.13 mmol) and stirred at 25° C. for 2 hours. The solution was then lyophilized to afford the title compound (59 mg, 100%) a fluffy white solid. 1H NMR (300 MHz, DMSO-d6): δ 5.52 (s, 1 H), 8.06 (d, J=7.72 Hz, 1 H), 7.64 (d, J=7.72 Hz, 1 H), 7.49 (m, 3 H), 7.30 (m, 3 H), 2.10 (m, 2 H), 1.67 (m, 2 H), 0.88 (m, 2 H), 0.59 (m, 8 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538105B2
Source datasetuspto-grants-2009_05
ORD IDord-15685f49da7e4f808931d2f4586c7f0e
Source noteuspto-grants-2009_05