Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2252799Generated: November 2, 2026

Sodium Azide → 1-(Azidomethyl)-4-fluoro-2-iodobenzene

https://huagongshe.com/reaction/2252799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant1-(Bromomethyl)-4-fluoro-2-iodobenzeneHCID 12806054—
SolventDimethylformamideHCID 6228—
Product1-(Azidomethyl)-4-fluoro-2-iodobenzeneHCID 21069776—

Reaction Conditions

Temperature50 °C

Reaction Steps

A suspension of 1-(bromomethyl)-4-fluoro-2-iodobenzene (15.68 g, 47.8 mmol) and sodium azide (4.21 g, 64.7 mmol) in dry DMF (30 mL) was heated to 50° C. for six hours. The reaction was filtered and the filtrate was concentrated in vacuo to a volume of about 10 mL. The crude was purified by flash column chromatography (ISCO column, 110 g silica gel) eluting with 100% hexane to afford the desired product as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07323460B2
Source datasetuspto-grants-2008_01
ORD IDord-ef3627cca055460b918fa692e04cb783
Source noteuspto-grants-2008_01