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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043664Generated: November 1, 2026

P-Anisidine → Imidazo[2,1-b][1,3,4]thiadiazol-2-yl-(4-methoxyphenyl)amine

https://huagongshe.com/reaction/1043664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-AnisidineHCID 7732—
Reactant2-Bromoimidazo[2,1-b][1,3,4]thiadiazoleHCID 43667923—
SolventDichloromethaneHCID 6344—
Solvent2,2,2-TrifluoroethanolHCID 6409—
ProductImidazo[2,1-b][1,3,4]thiadiazol-2-yl-(4-methoxyphenyl)amineHCID 6733462629.4%

Reaction Conditions

Temperature170 °C

Reaction Steps

A mixture of 2-bromo-imidazo[2,1-b][1,3,4]thiadiazole (1.0 g, 4.90 mmol) and p-anisidine (19.6 mmol, 2.41 g) in trifluoroethanol (12 mL) was heated under microwave irradiation at 170° C. for 1 hour. 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 triturated with diethylether and few drops of methanol to give imidazo[2,1-b][1,3,4]thiadiazol-2-yl-(4-methoxyphenyl)amine as a white solid (355 mg, 29% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563550B2
Source datasetuspto-grants-2013_10
ORD IDord-66b469d9d5f746689bf8c437c37a2dea
Source noteuspto-grants-2013_10