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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2236408Generated: October 31, 2026

Trimethyl orthoformate → 4-Methoxymethylene-4H-isoquinoline-1,3-dione

https://huagongshe.com/reaction/2236408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl orthoformateHCID 9005—
Reactant1,3(2H,4H)-isoquinolinedioneHCID 349435—
SolventDimethylformamideHCID 6228—
SolventAcetic AnhydrideHCID 7918—
Product4-Methoxymethylene-4H-isoquinoline-1,3-dioneHCID 68692337—

Reaction Conditions

Temperature125 °C

Reaction Steps

Trimethyl orthoformate (5.648 mL, 51.56 mmol) is added to a solution of 4H-Isoquinoline-1,3-dione (4 g, 24.82 mmol) in acetic anhydride (41.6 mL) and N,N-dimethylformamide (10.4 mL). After it is heated at 125° C. for 50 min, it is cooled and filtered to collected 3.698 g (73%) of the title compound as a yellow solid. mp 260-261° C.; MS (ESI) m/z 204.04 (M+1). Found: C, 58.34; H, 3.63; N, 10.21.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07713994B2
Source datasetuspto-grants-2010_05
ORD IDord-4d760945aec9449e8f151cff8b929f14
Source noteuspto-grants-2010_05