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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2271460Generated: October 27, 2026

Azobisisobutyronitrile → 5-((1H-1,2,4-Triazol-1-yl)methyl)-3-bromo-2-(difluoromethoxy)pyridine

https://huagongshe.com/reaction/2271460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant3-Bromo-5-(bromomethyl)-2-(difluoromethoxy)pyridineHCID 90414793—
Reactant3-Bromo-2-(difluoromethoxy)-5-methylpyridineHCID 90415076—
SolventWaterHCID 962—
SolventCarbon TetrachlorideHCID 5943—
Product5-((1H-1,2,4-Triazol-1-yl)methyl)-3-bromo-2-(difluoromethoxy)pyridineHCID 9041498460%

Reaction Conditions

Temperature80 °C

Reaction Steps

3-Bromo-5-(bromomethyl)-2-(difluoromethoxy)pyridine. To a solution of 3-bromo-2-(difluoromethoxy)-5-methylpyridine (0.50 g, 2.1 mmol) in carbon tetrachloride (13 mL), was added 1-bromopyrrolidine-2,5-dione (0.521 g, 2.93 mmol), and azobisisobutyronitrile (44 mg, 0.26 mmol). The reaction mixture was stirred at 80° C. for 8 h. The reaction mixture was diluted with water and extracted with DCM. The combined organic layers were dried (Na2SO4), and the solvent was removed under reduced pressure. Purification (FCC, SiO2, 10-90%, EtOAc/hexanes) afforded the title compound (400 mg, 60%). [M+H]=317.88.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120770B2
Source datasetuspto-grants-2015_09
ORD IDord-b19f57ee78bd4c37afdb0ac8c09ada19
Source noteuspto-grants-2015_09