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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 900253Generated: October 30, 2026

Imidazole → 5-(5-Chloro-thiophen-2-yl)-3-imidazol-1-ylmethyl-isoxazole

https://huagongshe.com/reaction/900253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromomethyl-5-(5-chloro-thiophen-2-yl)-isoxazoleHCID 11150146—
CatalystHexadecyl(trimethyl)phosphanium bromideHCID 23496269—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
Product5-(5-Chloro-thiophen-2-yl)-3-imidazol-1-ylmethyl-isoxazoleHCID 69112068115.4%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of imidazole (34 mg) in MeCN (3 mL) was added K2CO3 (138 mg), n-hexadecyltrimethylphosphonium bromide (1 mg) and 3-bromomethyl-5-(5-chloro-thiophen-2-yl)-isoxazole (139 mg). The mixture was stirred for 3 h at 70° C. After cooling to RT the reaction mixture was diluted with DCM (5 mL) and filtered. The filtrate was concentrated in vacuo to give crude 5-(5-Chloro-thiophen-2-yl)-3-imidazol-1-ylmethyl-isoxazole (153 mg) which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07358268B2
Source datasetuspto-grants-2008_04
ORD IDord-0242ba618bbd4ad4ba692f10e9dae8bc
Source noteuspto-grants-2008_04