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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68445Generated: October 26, 2026

6-Amino-3-chloropyridazine → 3-Amino-4-bromo-6-chloropyridazine

https://huagongshe.com/reaction/68445

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Amino-3-chloropyridazineHCID 21643—
ReactantBromineHCID 24408—
ReactantSodium BicarbonateHCID 516892—
SolventMethanolHCID 887—
Product3-Amino-4-bromo-6-chloropyridazineHCID 2202441936%

Reaction Steps

To a solution of 6-Chloro-pyridazin-3-ylamine (4 g, 31 mmol) in methanol (60 mL) was added NaHCO3 (5.2 g, 62 mmol). The reaction mixture was stirred for 30 minutes at RT then Br2 (4.9 g, 31 mmol) was added drop wise. Then the resulting reaction mixture was stirred additionally for 16 h at RT. After completion of reaction, the reaction mass concentrated under reduced pressure, crude purified by silica gel (100-200 mesh) chromatography using EtOAc/Hexane (8:2) to afford 4-Bromo-6-chloro-pyridazin-3-ylamine (2.3 g, 36%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822457B2
Source datasetuspto-grants-2014_09
ORD IDord-4e3baff1832d4fa7abb52f3c6518eb96
Source noteuspto-grants-2014_09