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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 598177Generated: October 25, 2026

Sodium hydride → 5-Choro-4-oxo-1-(1-propylbutyl)-1,4-dihydroquinoline-3-carbonitrile

https://huagongshe.com/reaction/598177

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(E)-2-(2,6-dichlorobenzoyl)-3-(1-propylbutylamino)acrylonitrileHCID 67267339—
Solvent1,4-DioxaneHCID 31275—
Product5-Choro-4-oxo-1-(1-propylbutyl)-1,4-dihydroquinoline-3-carbonitrileHCID 6726758540%

Reaction Conditions

Temperature100 °C

Reaction Steps

(E)-2-(2,6-dichlorobenzoyl)-3-(1-propylbutylamino)acrylonitrile (0.020 g, 0.059 mmol) was dissolved in dioxane (2 mL). Sodium hydride (0.007 g, 0.18 mmol, 60% wt. dispersion in mineral oil) was added in one portion. Reaction was heated overnight at 100° C. Solution was cooled and quenched with MeOH and concentrated. Flash chromatography gave the desired product (0.007 g, 40%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897607B2
Source datasetuspto-grants-2011_03
ORD IDord-a30f4e99ae47443fb4fb4f827b962785
Source noteuspto-grants-2011_03