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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069780Generated: October 29, 2026

Water → 4-Bromo-6-chloro-2,3-dihydropyridazin-3-one

https://huagongshe.com/reaction/2069780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Amino-4-bromo-6-chloropyridazineHCID 22024419—
ReactantSodium NitriteHCID 23668193—
SolventAcetic AcidHCID 176—
SolventSulfuric AcidHCID 1118—
Product4-Bromo-6-chloro-2,3-dihydropyridazin-3-oneHCID 1158652295%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a cooled solution (0-5° C.) of NaNO2 (1 g, 13.20 mmol) in conc. H2SO4 (15 mL) was added 4-Bromo-6-chloro-pyridazin-3-ylamine (2.3 g, 11 mmol) in 50 mL of acetic acid. Then the reaction mixture was stirred for 1 h at 20° C. followed by addition of water (75 mL) and stirring continued for 5 h at RT. The reaction mixture extracted with EtOAc, dried over Na2SO4, concentrated under reduced pressure and crude purified by silica gel (100-200 mesh) chromatography using EtOAc/Hexane (8:2) to afford 4-Bromo-6-chloro-2H-pyridazin-3-one (2.2 g, 95%) yellowish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299077B2
Source datasetuspto-grants-2012_10
ORD IDord-c66f97af0fe94136baa0542c63340480
Source noteuspto-grants-2012_10