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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2213838Generated: November 1, 2026

Diethyl Ether → HCID 21956427, compound

https://huagongshe.com/reaction/2213838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantDimethylformamide dimethyl acetalHCID 78373—
ReactantHCID 21956379HCID 21956379—
SolventTolueneHCID 1140—
ProductHCID 21956427HCID 2195642764.7%

Reaction Steps

A mixture of methyl 2-amino-7-[2-chloroethoxy]-6-methoxy-3-quinolinecarboxylate (5.00 g, 16.09 mmol) and 5.10 g of dimethylformamide dimethylacetal in 75 mL of toluene containing 50 mg of p-toluenesulfonic acid is heated at reflux for 10 minutes then cooled to room temperature. Diethyl ether is added and the solids are collected by filtration to provide 3.81 g of methyl 7-(2-chloroethoxy)-2-{[(1E)-(dimethylamino)methylidene]amino}-6-methoxy-3-quinolinecarboxylate as a pale yellow solid, mp 108–110° C. MS 366.1, 368.1 (M+H)+ Analysis for C17H20ClN3O4.0.5H2O Calcd. C, 54.47; H, 5.65; N, 11.21. Found: C, 54.86; H, 5.62; N, 10.89.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07105531B2
Source datasetuspto-grants-2006_09
ORD IDord-8c16defc71bb4ec1aa0d5673828d72e6
Source noteuspto-grants-2006_09