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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007166Generated: October 30, 2026

O-Toluidine → HCID 178486494, compound

https://huagongshe.com/reaction/1007166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-ToluidineHCID 7242—
Reactant2-Chloro-6,7-dihydro-9,10-dimethoxy-4H-pyrimido[6,1-a]isoquinolin-4-oneHCID 4678720—
SolventIsopropanolHCID 3776—
ProductHCID 178486494HCID 178486494100.4%

Reaction Steps

2-Methylaniline (5.44 ml, 51 mmol) and 2-chloro-9,10-dimethoxy-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-4-one (5 g, 17 mmol) were suspended in propan-2-ol (400 ml) and heated at reflux, under nitrogen, for 24 h. After cooling to room temperature, the solution was concentrated in vacuo and the residue purified by flash column chromatography [dichloromethane/methanol (98:2-96:4)] to afford the title compound (6.2 g, quantitative yield) as a yellow/orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794391B2
Source datasetuspto-grants-2004_09
ORD IDord-b3c87c7ad185494db19739ef67bc1390
Source noteuspto-grants-2004_09