Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1382278Generated: November 1, 2026

Diethyl Ether → HCID 10314947, compound

https://huagongshe.com/reaction/1382278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantO-ToluidineHCID 7242—
ReactantHCID 10084233HCID 10084233—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 10314947HCID 1031494782.8%

Reaction Steps

3-methoxyacetyl-4-chloro-8-methoxyquinoline (19.0 g, 0.07 mol) and o-toluidine (9.0 ml, 0.08 mol) were heated under reflux in 1,4-dioxan (250 ml) for 1 hour. The solvent was removed and the residue taken up in dichloromethane, washed with dilute hydrochloric acid, sodium hydrogen carbonate solution, and brine. Evaporation of the solvent gave an oil, which afforded 8-methoxy-3-methoxymethylcarbonyl-4-(2-methylphenylamino)quinoline (19.5 g, 81%) as yellow crystals from ether, m.p. 122°-3°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04806549
Source datasetuspto-grants-1989_02
ORD IDord-adbae3205060415b8aef3d792816d6cb
Source noteuspto-grants-1989_02