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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010232Generated: October 25, 2026

Water → N-(2-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiazol-5-yl)-N'-phenylurea

https://huagongshe.com/reaction/1010232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhenyl isocyanateHCID 7672—
ReactantEthyl AcetateHCID 8857—
Reactant2-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiazol-5-ylamineHCID 22936301—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductN-(2-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiazol-5-yl)-N'-phenylureaHCID 2293658760.5%

Reaction Steps

2-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiazol-5-ylamine (64.0 mg, 0.200 mmol) and phenyl isocyanate (26.2 mg, 0.220 mmol) were stirred in dimethylformamide (1 ml) at room temperature for 15 hours. The reaction solution was distributed between ethyl acetate and water, the organic layer was washed with water and saturated brine 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=30:1), and the fraction containing the target substance was concentrated, suspended in ethyl acetate and diluted with hexane, after which the crystals were filtered out, washed with hexane and then blow-dried to obtain the title compound (53.2 mg, 0.121 mmol, 60%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973160B2
Source datasetuspto-grants-2011_07
ORD IDord-456481751c32494e9c88a1a41881da57
Source noteuspto-grants-2011_07