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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1057320Generated: October 26, 2026

Isopropanol → 4-(3-Hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline

https://huagongshe.com/reaction/1057320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
Reactant5-Amino-2-methylphenolHCID 17818—
Reactant4-Chloro-6-methoxy-7-(2-methoxyethoxy)cinnolineHCID 10707048—
SolventDimethylformamideHCID 6228—
Product4-(3-Hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnolineHCID 21991015—

Reaction Steps

A solution of 4-chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline (0.4 g, 1.5 mmol) and 3-hydroxy-4-methylaniline (0.2 g, 1.6 mmol) in DMF (5 ml) was heated at 150° C. for 20 minutes. After cooling, isopropanol (15 ml) was added and the resulting solid filtered off, washed with isopropanol and dried under vacuum to give 4-(3-hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline as the hydrochloride salt (yellow solid, 537 mg 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06514971B1
Source datasetuspto-grants-2003_02
ORD IDord-d6b53d10824948d5813039947a9c4932
Source noteuspto-grants-2003_02