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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043660Generated: November 2, 2026

4-Fluoroaniline → (4-Fluoro-phenyl)-imidazo[2,1-b][1,3,4]thiadiazol-2-yl-amine

https://huagongshe.com/reaction/1043660

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-FluoroanilineHCID 9731—
Reactant2-Bromoimidazo[2,1-b][1,3,4]thiadiazoleHCID 43667923—
SolventDichloromethaneHCID 6344—
Product(4-Fluoro-phenyl)-imidazo[2,1-b][1,3,4]thiadiazol-2-yl-amineHCID 6733585310.2%

Reaction Conditions

Temperature135 °C

Reaction Steps

A mixture of 2-bromo-imidazo[2,1-b][1,3,4]thiadiazole (1.0 g, 4.90 mmol) and 4-fluoroaniline (1.86 mL, 19.60 mmol) was heated under microwave irradiation at 135° C. for 15 minutes. On cooling, the mixture was diluted with dichloromethane (10 mL) and purified by column chromatography (Biotage™/Flash, silica, methanol:dichloromethane 0.2:9.8 to 1:9). The residue obtained was treated with dichloromethane (5 mL) and filtered to give (4-fluoro-phenyl)-imidazo[2,1-b][1,3,4]thiadiazol-2-yl-amine as a beige solid (117 mg, 10% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563550B2
Source datasetuspto-grants-2013_10
ORD IDord-a6957e22a0ec4780a3af79f4d3d70ae7
Source noteuspto-grants-2013_10