Lot numbers can be found on the outside label of a product:
4-Chloro-6-nitroquinoline
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CAS No. 13675-94-0
- Cat. No. CS-D0485
- Purity≥98%
- MDL No.MFCD00498990
*For research and further manufacturing use only, not for direct human use.
Structure of 13675-94-0
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General Information
- CAS No. 13675-94-0
- Cat. No. CS-D0485
- Purity ≥98%
- MDL No. MFCD00498990
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₅ClN₂O₂
- Molecular Weight 208.60
- Synonym(s) None
- SMILES O=[N+](C1=CC=C2N=CC=C(Cl)C2=C1)[O-]
Description
4-Chloro-6-nitroquinoline is a heterocyclic compound featuring a chlorine atom at the 4-position and a nitro group at the 6-position of the quinoline scaffold. This electron-deficient architecture enhances reactivity in cross-coupling processes and facilitates incorporation into pharmaceutical intermediates requiring polar, aromatic frameworks. The molecule exhibits bench-stable handling characteristics and compatibility with diverse synthetic transformations under standard conditions.
Application
4-Chloro-6-nitroquinoline serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its orthogonal reactivity profile—where the chlorine site undergoes selective substitution while the nitro group remains intact—facilitates the construction of complex quinoline-based scaffolds. The compound exhibits good bench stability and is amenable to standard purification techniques, making it well-suited for high-throughput synthesis and process-scale applications.
Synthesis
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Route1
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In-stock
23432-42-0 - ~71%
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In-stock
13675-94-0
References
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RUTGERS, THE STATE UNIVERSITY; LAVOIE, Edmond, J.; RUCHELMAN, Alexander, L.; LIU, Leroy, F. Patent: WO2004/14906 A2, 2004 ; Location in patent: Page 23 ;
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Route2
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In-stock
6943-17-5 - ~%
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In-stock
13675-94-0
References
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US2005/191238 A1, ; Page/Page column 61; 62 ;
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Route3
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21873-49-4 - ~72%
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In-stock
13675-94-0
References
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Ruchelman, Alexander L.; Kerrigan, John E.; Li, Tsai-Kun; Zhou, Nai; Liu, Angela; Liu, Leroy F.; LaVoie, Edmond J. Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 13 p. 3731 - 3742
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 56.03
- LogP 2.7964
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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