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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1482615Generated: November 1, 2026

1-Bromo-3-chloropropane → HCID 22239044, compound

https://huagongshe.com/reaction/1482615

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3-chloropropaneHCID 8006—
Reactant1H-IndazoleHCID 9221—
ReactantSodium HydroxideHCID 14798—
CatalystTetrabutylammonium BromideHCID 74236—
SolventDichloromethaneHCID 6344—
ProductHCID 22239044HCID 2223904459.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

1H-benzopyrazole (11.8 g, 0.10 mol) was dissolved into 200 ml of 20% wt. sodium hydroxide, 3-chlorobromopropane (31.2 g, 0.20 mol) and tetrabutyl ammonium bromide (1.0 g) were added, and mixed for 5 min. The mixture was heated to 60° C., stirred to react for 2 hours. Then the reaction solution was cooled down to ambient temperature, 100 ml of dichloromethane was added for extraction and liquid separation. To the aqueous phase, 100 of dichloromethane was added for extraction. Organic phases were mixed, washed with 100 ml of saturated saline. Liquid was separated, and organic phase was evaporated to dryness to produce oily product. Oily products were separated and purified by chromatography with neutral Al2O3 to produce 11.5 g of 1-(3-chloropropyl)-1H-benzopyrazole, with a yield of 59.3%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09415047B2
Source datasetuspto-grants-2016_08
ORD IDord-fe921b3f77964028819e8c6dfdf2daec
Source noteuspto-grants-2016_08