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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 972513Generated: October 27, 2026

Dimethylformamide → 3,8-Dioxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile

https://huagongshe.com/reaction/972513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl orthoformateHCID 31214—
Reactantalpha-Cyano-3-oxo-1-cyclohexen-1-acetamideHCID 21404771—
SolventEthyl AcetateHCID 8857—
Product3,8-Dioxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrileHCID 22266514—

Reaction Steps

75 parts of α-cyano-3-oxo-1-cyclohexen-1-acetamide in 400 parts by volume of dimethylformamide and 75 parts of triethyl orthoformate are heated on a steam bath for 3 hours to 16 hours. Solvent was then removed in vacuum to give a syrup which is taken up in ethyl acetate. Cooling of this solution gives 2,3,5,6,7,8-hexahydro-3,8-dioxo-4-isoquinolinecarbonitrile which is identical to the product of Example 3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04053476
Source datasetuspto-grants-1977_10
ORD IDord-86a4e7b6a67e453ab6b924e3b0a890be
Source noteuspto-grants-1977_10