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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2425508Generated: October 29, 2026

Toluene → 4'-((2-Butyl-4-oxo-1,3-diazaspiro(4.4)non-1-ene-3-yl)methyl)(1,1'-biphenyl)-2-carbonitrile

https://huagongshe.com/reaction/2425508

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant4'-(Bromomethyl)-2-cyanobiphenylHCID 1501912—
Reactant2-Butyl-1,3-diazaspiro[4.4]non-1-en-4-oneHCID 10176511—
ReactantSodium MethoxideHCID 10942334—
SolventWaterHCID 962—
SolventIsopropanolHCID 3776—
SolventDimethylformamideHCID 6228—
Product4'-((2-Butyl-4-oxo-1,3-diazaspiro(4.4)non-1-ene-3-yl)methyl)(1,1'-biphenyl)-2-carbonitrileHCID 9843116—

Reaction Steps

A RB flask was charged with 2-(n-butyl)-1,3-diazaspiro[4,4]non-1-ene-4-one (7.0 g), toluene (70 ml), DMF (30 ml) and sodium methoxide (2.2 g) at room temperature and stirred for 15 min, followed by the addition of 4-(bromomethyl)-2′-cyanobiphenyl (10 g). The reaction mixture was stirred for 1 hour and then quenched by the addition of water (100 ml). The layers were separated and organic layer was evaporated to get oily residue. The obtained residue was taken in isopropyl alcohol (10 ml) and water (10 ml) and stirred at room temperature to get solid material. The solid material was filtered and washed with IPA and water mixture and then dried under vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964737B2
Source datasetuspto-grants-2011_06
ORD IDord-0d1419e0a34c40bc8e8645ddab8c25d7
Source noteuspto-grants-2011_06