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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 581961Generated: November 1, 2026

2-(Tributylstannyl)-1,3-thiazole → 5-Acetyl-1-(3-(2-thiazolyl)phenyl)benzimidazole

https://huagongshe.com/reaction/581961

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Tributylstannyl)-1,3-thiazoleHCID 2763259—
Reactant1-(1-(3-bromophenyl)-1H-benzo[d]imidazol-5-yl)ethanoneHCID 54030307—
CatalystHCID 178418476HCID 178418476—
SolventTetrahydrofuranHCID 8028—
Product5-Acetyl-1-(3-(2-thiazolyl)phenyl)benzimidazoleHCID 5374065297.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of (33) (3.6 g, 9.7 mmol) in dry THF (20 ml) was added 5-acetyl-1-(3-bromophenyl)benzimidazole (1.5 g, 4.8 mmol) and (PPh3)2PdCl2 (340 mg, 0.48 mmol) under argon. The reaction mixture was stirred at 80° C. for 24 hr in a 50 ml sealed tube. After cooling the mixture was concentrated, triturated with water (100 ml) and extracted with CH2Cl2 (200 ml×3). The extract was washed with brine, dried and concentrated under reduced pressure. The residue was washed with ether to afford crystaline (34) (1.5 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05922724
Source datasetuspto-grants-1999_07
ORD IDord-18d5d5eb6be0453a85f7fbb570da8450
Source noteuspto-grants-1999_07