Lot numbers can be found on the outside label of a product:
2-Amino-3-nitropyridine
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CAS No. 4214-75-9
- Cat. No. CS-D1021
- Purity≥98%
- MDL No.MFCD00006314
*For research and further manufacturing use only, not for direct human use.
Structure of 4214-75-9
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General Information
- CAS No. 4214-75-9
- Cat. No. CS-D1021
- Purity ≥98%
- MDL No. MFCD00006314
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₅N₃O₂
- Molecular Weight 139.11
- Synonym(s) 3-Nitropyridin-2-ylamine
- SMILES NC1=NC=CC=C1[N+]([O-])=O
Description
2-Amino-3-nitropyridine features a pyridine core bearing amino and nitro groups in close proximity, enabling unique electronic interactions. This configuration supports direct functionalization in cross-coupling and cyclization reactions. The compound exhibits enhanced solubility in polar solvents and stability under standard bench conditions, facilitating its use in synthetic intermediates for pharmaceuticals and agrochemicals.
Application
2-Amino-3-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the 2-amino and 3-nitro positions. Its complementary reactivity facilitates selective reduction, coupling, and cyclization protocols essential for constructing nitrogen-rich scaffolds. The molecule exhibits good bench stability and is readily purified by recrystallization, making it suitable for iterative synthesis workflows in medicinal chemistry and materials science applications.
Synthesis
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Route1
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133520-08-8 - ~93%
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In-stock
4214-75-9
References
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Filatov, I. E.; Kulikov, Yu. V.; Rusinov, G. L.; Pashkevich, K. I. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1990 , vol. 26, # 7 p. 834 Khimiya Geterotsiklicheskikh Soedinenii, 1990 , # 7 p. 995
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Route2
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In-stock
20265-35-4 - ~%
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In-stock
4214-75-9
References
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Eli Lilly and Company Patent: US4552967 A1, 1985 ;
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Route3
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In-stock
5470-18-8 - ~65%
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In-stock
4214-75-9
References
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Campbell; Greene; Lavagnino; et al. Journal of Heterocyclic Chemistry, 1986 , vol. 23, # 3 p. 669 - 672
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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 82.05
- LogP 0.572
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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