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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1382350Generated: October 25, 2026

4-Chloro-2-toluidine → 3-Butyryl-4-(4-chloro-2-methylphenylamino)-8-methylquinoline

https://huagongshe.com/reaction/1382350

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-2-toluidineHCID 7251—
Reactant3-Butyryl-4-chloro-8-methylquinolineHCID 10037627—
Solvent1,4-DioxaneHCID 31275—
Product3-Butyryl-4-(4-chloro-2-methylphenylamino)-8-methylquinolineHCID 1172559541.4%

Reaction Steps

3-Butyryl-4-chloro-8-methylquinoline (1.24 g, 5 mmol) and 4-chloro-2-methylaniline (1.06 g, 7.5 mmol) in dioxan (5 ml) were heated at reflux for 30 minutes, then allowed to cool. The product was filtered off, converted to free base, and recrystllised from methanol, to give 3-butyryl-4-(4-chloro-2-methylphenylamino)-8-methylquinoline (0.73 g), m.p. 166°-167°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04806550
Source datasetuspto-grants-1989_02
ORD IDord-149149ffb8484c6483b693da381d44cf
Source noteuspto-grants-1989_02