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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2116665Generated: October 25, 2026

Thioacetamide → 7-bromo-4-(2-methyl-1,3-thiazol-4-yl)-2H-chromen-2-one

https://huagongshe.com/reaction/2116665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioacetamideHCID 2723949—
Reactant7-bromo-4-(bromoacetyl)-2H-chromen-2-oneHCID 23370239—
SolventDimethylformamideHCID 6228—
Product7-bromo-4-(2-methyl-1,3-thiazol-4-yl)-2H-chromen-2-oneHCID 59814837—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 7-bromo-4-(bromoacetyl)-2H-chromen-2-one (0.605 g, 1.7 mmol) in DMF was added thioacetamide (0.138 g, 1.8 mmol). The mixture was stirred 24 h at rt and at 100° C. overnight. Once cool to rt, it was partitioned between aqueous NH4Cl and EtOAc. The layers were separated and the aqueous phase was extracted with EtOAc. The combined organic layers were washed with brine and dried over anhydrous Na2SO4. The solvent was evaporated and the residue swished in hexanes/Et2O to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07439260B2
Source datasetuspto-grants-2008_10
ORD IDord-c33af81955c0450cb8ae90c00e01350a
Source noteuspto-grants-2008_10