Lot numbers can be found on the outside label of a product:
2-Chloro-6,7-dimethoxyquinoline-3-carbaldehyde
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CAS No. 68236-23-7
- Cat. No. CS-0186613
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 68236-23-7
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General Information
- CAS No. 68236-23-7
- Cat. No. CS-0186613
- Purity ≥98%
- MDL No. None
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₀ClNO₃
- Molecular Weight 251.67
- Synonym(s) ST5253554
- SMILES COC1=CC2=CC(=C(Cl)N=C2C=C1OC)C=O
Description
2-Chloro-6,7-dimethoxyquinoline-3-carbaldehyde features a quinoline core functionalized with chlorine and two methoxy groups at positions 2, 6, and 7, respectively, and an aldehyde group at C3. This electron-deficient scaffold integrates readily into synthetic routes for bioactive molecules, leveraging its polar aldehyde handle and steric profile for selective coupling reactions under standard conditions.
Application
2-Chloro-6,7-dimethoxyquinoline-3-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to quinoline-based scaffolds. Its aldehyde functionality facilitates reductive amination, Ugi-type condensations, and Suzuki-Miyaura coupling reactions. The ortho-chloro and dimethoxy substituents provide enhanced stability and favorable electronic properties for downstream functionalization, while the molecule exhibits excellent bench stability and ease of purification—making it well-suited for high-throughput synthesis and process development workflows.
Synthesis
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Route1
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95460-42-7 - ~70%
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In-stock
68236-23-7
References
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Bhat, Neelima Balkrishen; Bhaduri, A. P. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1985 , vol. 24, p. 1286 - 1287
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Route2
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881-70-9 -
68-12-2
- ~71%
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In-stock
68236-23-7
References
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Meth-Cohn, Otto; Narine, Bramha; Tarnowski, Brian Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 1520 - 1530
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Route3
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In-stock
6315-89-5 - ~%
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In-stock
68236-23-7
References
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Srihari, Ejjirothu; Kumar, Gangala Siva; Kumar, Chebolu Naga Sesha Sai Pavan; Seth, Ratnesh Kumar; Biswas, Sukla; Sridhar, Balasubramanian; Rao, Vaidya Jayathirtha Heterocyclic Communications, 2011 , vol. 17, # 3-4 p. 111 - 119
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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 : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 48.42
- LogP 2.7179
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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