5-Nitro-N-phenylpyridin-2-amine

Base Information

• Chemical Name: 5-Nitro-N-phenylpyridin-2-amine
• CAS No.: 6825-25-8
• Molecular Formula: C11H9 N3 O2
• Molecular Weight: 215.211
• Hs Code.: 2933399090
• European Community (EC) Number: 229-900-3
• NSC Number: 100750
• DSSTox Substance ID: DTXSID70218413
• Nikkaji Number: J143.880H
• Wikidata: Q83095293
• ChEMBL ID: CHEMBL1422417
• Mol file: 6825-25-8.mol

Synonyms:5-Nitro-N-phenylpyridin-2-amine;6825-25-8;2-Pyridinamine, 5-nitro-N-phenyl-;EINECS 229-900-3;AI3-52562;5-NITRO-2-ANILINO PYRIDINE;NSC100750;(5-Nitro-pyridin-2-yl)-phenyl-amine;BAS 03293842;MLS000559231;SCHEMBL913813;CHEMBL1422417;5-Nitro-N-phenyl-2-pyridinamine;DTXSID70218413;HMS2564N08;5-Nitro-N-phenyl-2-pyridinamine #;STK201640;AKOS000286447;NSC 100750;NSC-100750;NCGC00245362-01;BS-24556;SMR000177948;SR-01000368031;SR-01000368031-1;Z238426960

Chemical Property of 5-Nitro-N-phenylpyridin-2-amine

Chemical Property:

• Vapor Pressure: 6.09E-06mmHg at 25°C
• Boiling Point: 378.9°C at 760 mmHg
• Flash Point: 182.9°C
• PSA: 70.74000
• Density: 1.34g/cm³
• LogP: 3.32960
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 215.069476538
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

5-Nitro-N-phenylpyridin-2-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=NC=C(C=C2)[N+](=O)[O-]

Technology Process of 5-Nitro-N-phenylpyridin-2-amine

There total 12 articles about 5-Nitro-N-phenylpyridin-2-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

N-(5-nitrosopyridin-2-yl)aniline → 5-nitro-N-phenylpyridin-2-amine (6825-25-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1055/s-0037-1610173

Reference yield: 74.0%

2-chloro-5-nitropyridine (4548-45-2) + aniline (62-53-3) → 5-nitro-N-phenylpyridin-2-amine (6825-25-8)

Guidance literature:

In dimethyl sulfoxide; Heating;

DOI:10.1002/kin.10053

Reference yield: 63.0%

5-nitro-N-phenylpyridine-2-sulfinamide → 5-nitro-N-phenylpyridin-2-amine (6825-25-8)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c04122

upstream raw materials:

2-chloro-5-nitropyridine

aniline

2-bromo-5-nitropyridine

3-nitropyridine

Downstream raw materials:

C₁₃H₁₅N₃O

N²-phenylpyridine-2,5-diamine

C₁₆H₁₉N₃O

C₁₈H₂₃N₃O₂

Refernces

• 1、 Butterworth, Sam,Greaney, Michael F.,Large, Jonathan M.,Sephton, Thomas. "Diarylamine Synthesis via Desulfinylative Smiles Rearrangement". supporting information. . Retrieved 2022/02/09.
• 2、 Chu, Jean-Ho,Huang, Hao-Ping,Hsu, Wen-Ting,Chen, Shih-Tien,Wu, Ming-Jung. "Palladium(II)-catalyzed direct ortho arylation of 4-methyl-N-phenylpyridin- 2-amines via C-H activation/C-C coupling and synthetic applications". . p. 1190 - 1204. Retrieved 2014/04/03.