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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1833238Generated: October 27, 2026

Sulfuric Acid → 6,7-Dimethoxy-1-oxo-1,2-dihydroisoquinoline-4-carbonitrile

https://huagongshe.com/reaction/1833238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant[2-Cyano-2-(3,4-dimethoxy-phenyl)-vinyl]-carbamic acid ethyl esterHCID 69551232—
SolventDiethyl EtherHCID 3283—
SolventDiphenyl EtherHCID 7583—
Product6,7-Dimethoxy-1-oxo-1,2-dihydroisoquinoline-4-carbonitrileHCID 2204835552%

Reaction Conditions

Temperature230 °C

Reaction Steps

To a stirred solution of [2-cyano-2-(3,4-dimethoxy-phenyl)-vinyl]-carbamic acid ethyl ester (8 g, 29.0 mmol) in diphenyl ether (70 mL) was added concentrated sulfuric acid (0.5 mL). The reaction mixture was heated at 230° C. for 4 hrs, cooled and diluted with diethyl ether (400 mL). A brown solid was precipitated, filtered, collected and washed with diethyl ether to afford 6,7-dimethoxy-1-oxo-1,2-dihydro-isoquinoline-4-carbonitrile. (3.5 g, 52% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067529B2
Source datasetuspto-grants-2006_06
ORD IDord-b7f578a8c3de432bbb86adebb6761034
Source noteuspto-grants-2006_06