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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1357748Generated: November 1, 2026

Azobisisobutyronitrile → 5-(Bromomethyl)-2,1,3-benzothiadiazole

https://huagongshe.com/reaction/1357748

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant5-methyl-2,1,3-benzothiadiazoleHCID 2781249—
SolventChloroformHCID 6212—
Product5-(Bromomethyl)-2,1,3-benzothiadiazoleHCID 59100463.5%

Reaction Steps

5-Methylbenzo-2,1,3-thiadiazole (5.0 g, 33 mmol), N-bromosuccinimide (5.92g, 33.3 mmol) and catalytic 2,2′-azobisisobutyronitrile were heated at reflux for 16 hours in chloroform (75 mL). The reaction mixture was cooled and the resulting precipitate was filtered off and discarded. The filtrate was′evaporated and recrystallized from ethanol to provide 4.8 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06593335B1
Source datasetuspto-grants-2003_07
ORD IDord-a040c9d7aa57420a8211166b2407305f
Source noteuspto-grants-2003_07