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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388006Generated: October 31, 2026

Water → HCID 22936874, compound

https://huagongshe.com/reaction/388006

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-AminothiazoleHCID 2155—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 11495362HCID 11495362—
SolventDimethyl SulfoxideHCID 679—
SolventMethanolHCID 887—
ProductHCID 22936874HCID 2293687471%

Reaction Steps

4-(6,7-Dimethoxyquinolin-4-yloxy)phenylcarbamic acid phenyl ester (208 mg, 0.500 mmol) and 2-aminothiazole (100 mg, 1.00 mmol) were heated and stirred in dimethylsulfoxide (1 ml) at 85° C. for 1 hour. The reaction solution was distributed between ethyl acetate and water, the organic layer was washed with 1N aqueous sodium hydroxide, water and saturated saline and dried over anhydrous magnesium sulfate, the drying agent was filtered off and the filtrate was distilled off under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (eluent-ethyl acetate:methanol=20:1), the fraction containing the target substance was concentrated and suspended in ethyl acetate, the suspension was diluted with hexane and the crystals were filtered out, washed with hexane and blow-dried to obtain the title compound (150 mg, 0.355 mmol, 71%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-c783072906ec4b358c3638349eb60b5c
Source noteuspto-grants-2013_02