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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1482652Generated: October 31, 2026

1-Bromo-3-chloropropane → 1-(3-chloropropyl)-6-fluoro-1H-benzotriazole

https://huagongshe.com/reaction/1482652

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3-chloropropaneHCID 8006—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 178505478HCID 178505478—
CatalystTetrabutylammonium BromideHCID 74236—
Product1-(3-chloropropyl)-6-fluoro-1H-benzotriazoleHCID 11838684732.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

6-fluoro-1H-benzotriazole (13.7 g, 0.10 mol) is dissolved into 100 ml of 30% wt. sodium hydroxide, 3-chlorobromopropane (31.4 g, 0.10 mol), tetrabutyl ammonium bromide (0.8 g) are added, and mixed for 5 min. The reaction solution is gradually heated to 60° C., stirred for reaction for 2 hours. Post treatment was performed based on common method two for synthesis. The solution was separated and purified by HPLC to produce 6.9 g of 1-(3-chloropropyl)-6-fluoro-1H-benzotriazole, with a yield of 32.3%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09415047B2
Source datasetuspto-grants-2016_08
ORD IDord-ee687e3a737546bc88900f59b885c721
Source noteuspto-grants-2016_08