4-Chloro-3-nitro-2(1H)-pyridinone

Name: 4-Chloro-3-nitro-2(1H)-pyridinone
Brand: ChemScene
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CAS No. 165547-79-5
Cat. No. CS-0020074
Purity≥98%
MDL No.MFCD09701353

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Chloro-3-nitro-2(1H)-pyridinone|CS-0020074

Structure of 165547-79-5

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Description

4-Chloro-3-nitro-2(1H)-pyridinone features a fused heterocyclic core with orthogonal electron-withdrawing groups: a chloro substituent at C4 and a nitro group at C3. This combination imparts high electrophilicity, enabling direct coupling in transition-metal-catalyzed cross-coupling reactions. The pyridinone scaffold ensures stability under standard reaction conditions while offering tunable reactivity for synthetic applications in medicinal chemistry and agrochemical development.

Application

4-Chloro-3-nitro-2(1H)-pyridinone serves as a versatile building block in heterocyclic synthesis, enabling efficient construction of pyridine-based scaffolds through nucleophilic substitution and coupling reactions. The chloro group at C4 facilitates reliable functionalization under mild conditions, while the nitro substituent enhances electrophilicity for downstream transformations. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for medicinal chemistry campaigns and process development workflows.

General Information

CAS No. 165547-79-5
Cat. No. CS-0020074
Purity ≥98%
MDL No. MFCD09701353
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃ClN₂O₃
Molecular Weight 174.54
Synonym(s) 4-Chloro-3-nitro-1,2-dihydropyridin-2-one; 4-Chloro-3-nitro-2-hydroxypyridine; 4-Chloro-3-nitro-2-pyridone; 4-Chloro-3-nitropyridin-2-ol; 4-chloro-3-nitropyridin-2(1H)-one
SMILES O=C1C([N+]([O-])=O)=C(Cl)C=CN1

Computational Chemistry Data

TPSA 76
LogP 0.9365
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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4-Chloro-3-nitro-2(1H)-pyridinone

CAS No. 165547-79-5

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