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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 989290Generated: October 25, 2026

4-Chloro-7,8-dimethoxybenzo[g]quinoline-3-carbonitrile → 4-(4-Chloro-5-methoxy-2-methylanilino)-7,8-dimethoxybenzo[g]quinoline-3-carbonitrile

https://huagongshe.com/reaction/989290

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-7,8-dimethoxybenzo[g]quinoline-3-carbonitrileHCID 9944116—
ReactantPyridinium chlorideHCID 10176127—
Reactant4-Chloro-5-methoxy-2-methylanilineHCID 12325879—
SolventGlycol monoethyl etherHCID 8076—
Product4-(4-Chloro-5-methoxy-2-methylanilino)-7,8-dimethoxybenzo[g]quinoline-3-carbonitrileHCID 533044382.1%

Reaction Conditions

Temperature125 °C

Reaction Steps

Following the procedure of Example 11, a mixture of 75.8 mg (0.25 mmol) of 4-chloro-7,8-dimethoxybenzo[g]quinoline-3-carbonitrile, 51.5 mg (0.30 mmol) of 4-chloro-5-methoxy-2-methylaniline and 28.9 mg (0.25 mmol) of pyridine hydrochloride in 5.0 mL of 2-ethoxyethanol is heated at 120-130° C. for 2 hours to yield the crude product. Purification of the crude product on preparative TLC (developing solvent: 95:5 methylene chloride/methanol) yields 88.7 mg (82.1%) of the pure product as a yellow solid, mp 171-173° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06638929B2
Source datasetuspto-grants-2003_10
ORD IDord-0b2675c889a94bb1be051f275e8d7f46
Source noteuspto-grants-2003_10