Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2247358Generated: October 26, 2026

Imidazole → Acetamide, N-[5-[3-(1H-imidazol-1-YL)-4-(methylsulfonyl)phenyl]-4-methyl-2-thiazolyl]-

https://huagongshe.com/reaction/2247358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantCesium carbonateHCID 10796—
ReactantN-[5-(3-fluoro-4-methylsulfonylphenyl)-4-methyl-1,3-thiazol-2-yl]acetamideHCID 57351276—
SolventDimethyl SulfoxideHCID 679—
ProductAcetamide, N-[5-[3-(1H-imidazol-1-YL)-4-(methylsulfonyl)phenyl]-4-methyl-2-thiazolyl]-HCID 53429448—

Reaction Conditions

Temperature140 °C

Reaction Steps

A stirred mixture of N-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide (Example 64) (0.1 g, 0.30 mmol), imidazole (0.069 g, 0.90 mmol) and caesium carbonate (0.198 g, 0.60 mmol) in dry DMSO is heated under argon at 140° C. for 2 hours. The solvent is removed and water (30 ml) is added. The product is extracted with ethyl acetate (2×30 ml) and the combined organic extracts are washed with brine (20 ml) and dried (MgSO4). Removal of the solvent and trituration with methanol affords the titled compound as an orange solid. MH+: 377.9721

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687637B2
Source datasetuspto-grants-2010_03
ORD IDord-bb638abc20f941448156ee3bb7ce5dd5
Source noteuspto-grants-2010_03