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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 398793Generated: October 30, 2026

Azobisisobutyronitrile → 5-Methyl-2-(4-(4-bromomethylphenyl)-3-thienyl)-[1,3,4]oxadiazole

https://huagongshe.com/reaction/398793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantSodium AcetateHCID 517045—
Reactant5-Methyl-2-(4-(4-methylphenyl)-3-thienyl)-[1,3,4]oxadiazoleHCID 18968902—
SolventAcetic AcidHCID 176—
SolventCarbon TetrachlorideHCID 5943—
Product5-Methyl-2-(4-(4-bromomethylphenyl)-3-thienyl)-[1,3,4]oxadiazoleHCID 1896890458.3%

Reaction Steps

5-Methyl-2-(4-(4-methylphenyl)-3-thienyl)-[1,3,4]oxadiazole (3.4 g, 13.3 mmol) was dissolved into carbontetrachloride (60 ml). AIBN (0.21 g), sodium acetate (0.52 g), NBS (2.6 g, 14.6 mmol) and glacial acetic acid (0.52 ml) were added. The reaction mixture was heated at reflux temperature for 8h and then allowed to cool to ambient temperature. The reaction mixture was filtered through silica gel and the filtrate was evaporated in vacuo. The oily residue was dried in vacuo over sodium hydroxide to give 2.6 g of crude 5-methyl-2-(4-(4-bromomethylphenyl)-3-thienyl)- [1,3,4]oxadiazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05817654
Source datasetuspto-grants-1998_10
ORD IDord-21275eec765d46478b90e9129d156540
Source noteuspto-grants-1998_10