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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 600348Generated: October 29, 2026

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

https://huagongshe.com/reaction/600348

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 numberUS07902194B2
Source datasetuspto-grants-2011_03
ORD IDord-d48a5f79eafd4515afc3a239b6718d5d
Source noteuspto-grants-2011_03