Lot numbers can be found on the outside label of a product:
2,4-Dichloro-6-nitroquinazoline
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CAS No. 74173-77-6
- Cat. No. CS-W019078
- Purity≥95%
- MDL No.MFCD08460251
*For research and further manufacturing use only, not for direct human use.
Structure of 74173-77-6
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General Information
- CAS No. 74173-77-6
- Cat. No. CS-W019078
- Purity ≥95%
- MDL No. MFCD08460251
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₃Cl₂N₃O₂
- Molecular Weight 244.03
- Synonym(s) QUINAZOLINE, 2,4-DICHLORO-6-NITRO
- SMILES O=[N+](C1=CC2=C(Cl)N=C(Cl)N=C2C=C1)[O-]
Description
2,4-Dichloro-6-nitroquinazoline features a highly electron-deficient quinazoline core with dual chloro substituents at positions 2 and 4, enhancing reactivity in nucleophilic substitution. The para-nitro group at position 6 further stabilizes the system through resonance, enabling efficient coupling in C–N bond formation. This scaffold serves as a robust building block for kinase inhibitor development and advanced heterocyclic synthesis under standard bench conditions.
Application
2,4-Dichloro-6-nitroquinazoline serves as a versatile building block in medicinal chemistry, enabling efficient construction of quinazoline-based scaffolds. Its dichloro substitution pattern facilitates selective nucleophilic aromatic substitution, while the nitro group provides a handle for downstream reduction and functionalization. The compound exhibits bench stability and compatibility with standard reaction conditions, making it well-suited for use in parallel synthesis campaigns and API intermediate development.
Synthesis
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Route1
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In-stock
32618-85-2 - ~92%
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In-stock
74173-77-6
References
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Bembenek, Scott D.; Hocutt, Frances M.; Leonard, JR., Barry Eastman; Rabinowitz, Michael H.; Rosen, Mark D.; Tarantino, Kyle T.; Venkatesan, Hariharan Patent: US2010/204226 A1, 2010 ; Location in patent: Page/Page column 61 ;
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Route2
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In-stock
17420-30-3 -
32315-10-9 - ~82%
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In-stock
74173-77-6
References
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Li, Zhenhua; Wu, Danli; Zhong, Weihui Heterocycles, 2012 , vol. 85, # 6 p. 1417 - 1426
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Route3
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174565-65-2 - ~%
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In-stock
74173-77-6
References
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US5688803 A1, ;
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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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 68.92
- LogP 2.8448
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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