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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 892518Generated: October 30, 2026

4-[1,1-Dimethyl-3-(2-pyridyl)-2-propynyloxy]benzonitrile → 2,2-dimethyl-4-(2-pyridyl)-2H-1-benzopyran-6-carbonitrile

https://huagongshe.com/reaction/892518

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-[1,1-Dimethyl-3-(2-pyridyl)-2-propynyloxy]benzonitrileHCID 15732962—
Solvent1,2-DichlorobenzeneHCID 7239—
Product2,2-dimethyl-4-(2-pyridyl)-2H-1-benzopyran-6-carbonitrileHCID 1568132850.1%

Reaction Steps

12.98 g of 4-[1,1-dimethyl-3-(2-pyridyl)-2-propynyloxy]benzonitrile were dissolved in 50 ml of 1,2-dichlorobenzene and heated at reflux for 5 hours. After cooling the mixture was evaporated. The residue was chromatographed on silica gel using ethyl acetate/petroleum ether (1:2), ethyl acetate/petroleum ether (1:1) and ethyl acetate for the elution. There were obtained 6.5 g of 2,2-dimethyl-4-(2-pyridyl)-2H-1-benzopyran-6-carbonitrile of melting point 106°-108° C. after recrystallization from cyclohexane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05118694
Source datasetuspto-grants-1992_06
ORD IDord-4f5e95ba186c4f57840b7cbfa8b2e4b6
Source noteuspto-grants-1992_06