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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853019Generated: October 30, 2026

Ethanol → 5-(4-Ethoxy-quinolin-6-ylmethylene)-2-methylsulfanyl-thiazol-4-one

https://huagongshe.com/reaction/853019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-[1-Quinolin-6-yl-meth-(z)-ylidene]-2-thioxo-thiazolidin-4-oneHCID 11666231—
Product5-(4-Ethoxy-quinolin-6-ylmethylene)-2-methylsulfanyl-thiazol-4-oneHCID 6946677784%

Reaction Steps

To the suspension of 5-[1-quinolin-6-yl-meth-(Z)-ylidene]-2-thioxo-thiazolidin-4-one (example 40a) (2.4 g, 20 mmol), iodomethane (2.54 mL, 40 mmol) and DIEA (N,N-diisopropylethylamine) (6.4 mL, 30 mmol) in anhydrous ethanol (70 mL) was stirred at room temperature for 24 h. After adding water (50 mL), the solid was collected by filtration, washed with water and dried to give 5-(4-ethoxy-quinolin-6-ylmethylene)-2-methylsulfanyl-thiazol-4-one (5.67 g, 84%) as a yellow solid. LC-MS m/e 331 (MH+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253285B2
Source datasetuspto-grants-2007_08
ORD IDord-1cdc1aa425d14a22907e76068842379c
Source noteuspto-grants-2007_08