Lot numbers can be found on the outside label of a product:
4-Bromo-5-methoxy-2-nitro-aniline
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CAS No. 173312-36-2
- Cat. No. CS-0309883
- Purity≥96%
- MDL No.MFCD13659425
*For research and further manufacturing use only, not for direct human use.
Structure of 173312-36-2
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General Information
- CAS No. 173312-36-2
- Cat. No. CS-0309883
- Purity ≥96%
- MDL No. MFCD13659425
- Storage RT, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₇BrN₂O₃
- Molecular Weight 247.05
- Synonym(s) 4-Bromo-5-methoxy-2-nitroaniline
- SMILES COC1C(Br)=CC([N+](=O)[O-])=C(N)C=1
Description
4-Bromo-5-methoxy-2-nitro-aniline features a strategically positioned nitro group enabling efficient electrophilic substitution, while the methoxy and bromo substituents provide orthogonal reactivity for diversification. This electron-deficient aniline derivative offers enhanced stability under standard bench conditions and serves as a key intermediate in the synthesis of functionalized heterocycles and bioactive molecules.
Application
4-Bromo-5-methoxy-2-nitro-aniline serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through standard coupling and reduction protocols. Its bromo and nitro groups provide orthogonal reactivity for palladium-catalyzed cross-couplings and selective reductions, while the methoxy substituent enhances solubility and modulates electronic properties. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development.
Synthesis
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Route1
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16133-49-6 - ~84%
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In-stock
173312-36-2
References
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Sheibani, Esmaeil; Waernmark, Kenneth Organic and Biomolecular Chemistry, 2012 , vol. 10, # 10 p. 2059 - 2067
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Route2
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173312-35-1 - ~91%
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In-stock
173312-36-2
References
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Kauffman; Litak; Boyko Journal of Heterocyclic Chemistry, 1995 , vol. 32, # 5 p. 1541 - 1555
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Route3
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In-stock
77337-82-7 - ~%
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In-stock
173312-36-2
References
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Zhou, Zhang-Lin; Weber, Eckard; Keana, John F. W. Tetrahedron Letters, 1995 , vol. 36, # 42 p. 7583 - 7586
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Safety Information
Download SDS|
GHS Pictogram :
N/A
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GHS No : N/A
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Signal Word : N/A
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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 : N/A
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Precautionary Statements : N/A
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Quality Control
Computational Chemistry Data
- TPSA 78.39
- LogP 1.9481
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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