6-Chloropyridazin-3-ol
6-Chloropyridazin-3-ol (CAS 19064-67-6) is a strategically functionalized pyridazine scaffold engineered for agrochemical and pharmaceutical intermediate synthesis. This molecule integrates a pyridazine core—a six-membered heterocycle with two adjacent nitrogen atoms—with a chlorine substituent at the C6 position and a hydroxyl group at the C3 position. The C6-chloro handle is activated by the adjacent ring nitrogens, enabling efficient nucleophilic aromatic substitution (SNAr) or Pd-catalyzed cross-coupling, while the 3-hydroxyl moiety exists in tautomeric equilibrium with the 3-one form (pyridazin-3-one), offering versatile alkylation or derivatization sites. This intermediate is particularly valuable for constructing pyridazinone herbicides, kinase inhibitor cores, and heterocyclic libraries where the adjacent nitrogen pattern provides unique hydrogen-bonding geometry and electronic properties compared to pyridine or pyrimidine analogs. Manufactured under controlled conditions, it supports drug discovery and agrochemical development programs requiring modular access to chlorinated diazine architectures.
Property
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Product Name
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6-Chloropyridazin-3-ol
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CAS Number
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19064-67-6
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Chinese Name
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6-氯哒嗪 -3-醇
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Synonyms
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6-Chloro-3-hydroxypyridazine; 6-Chloropyridazin-3(2H)-one; C₄H₃ClN₂O heterocycle; Chlorohydroxypyridazine
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Chinese Synonyms
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6-氯 -3-羟基哒嗪; 6-氯哒嗪 -3-酮; 氯羟基哒嗪; 6-氯 -3-氧代哒嗪
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Molecular Formula
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C₄H₃ClN₂O
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Molecular Weight
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130.53 g/mol
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Purity
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≥ 98% (HPLC area normalization)
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Product Category
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Pharmaceutical Intermediates / Agrochemical Intermediates / Pyridazine Derivatives
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Appearance
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Off-white to Light Yellow Crystalline Powder
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Melting Point
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~230-235°C (decomposition, literature reference recommended)
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Storage Conditions
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Store in a cool, dry, well-ventilated area away from light and moisture. Keep container tightly closed. Protect from strong bases to avoid hydrolysis of the C6-Cl bond or ring degradation.
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Shelf Life
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24 months under recommended storage conditions
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Packaging
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100g/bottle, 500g/bottle, 1kg/bottle, 5kg/drum, or customized according to customer requirements
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Applications
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Pyridazinone herbicide synthesis, kinase inhibitor scaffold development, heterocyclic library construction, nucleophilic substitution at C6, O-alkylation at C3
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Reactivity
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Suitable for nucleophilic aromatic substitution (C6-Cl displacement), O-alkylation/acylation (C3-OH), Pd-catalyzed cross-coupling, tautomerization control, and ring fusion reactions
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Special Note
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✅ Tautomeric Scaffold—exists as 3-ol/3-one equilibrium. C6-Cl is highly activated by adjacent nitrogens for substitution. Distinct from pyridine/pyrimidine by N-N adjacency. Part of our diazine building block series.
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