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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | 3-Amino-4-bromo-6-chloropyridazine | HCID 22024419 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | 4-Bromo-6-chloro-2,3-dihydropyridazin-3-one | HCID 11586522 | 95% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299077B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-c66f97af0fe94136baa0542c63340480 |
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| Source note | uspto-grants-2012_10 |
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