N-(2-nitrophenyl)pyridin-4-amine

Base Information

• Chemical Name: N-(2-nitrophenyl)pyridin-4-amine
• CAS No.: 25551-59-1
• Molecular Formula: C11H9N3O2
• Molecular Weight: 215.20806
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70382789
• Wikidata: Q82174225
• Mol file: 25551-59-1.mol

Synonyms:N-(2-nitrophenyl)pyridin-4-amine;25551-59-1;4-(2-Nitroanilino)pyridine;4-Pyridinamine, N-(2-nitrophenyl)-;SCHEMBL10569621;DTXSID70382789;AKOS016007616;FT-0647033;A817897;J-522965

Chemical Property of N-(2-nitrophenyl)pyridin-4-amine

Chemical Property:

• Vapor Pressure: 5.68E-06mmHg at 25°C
• Melting Point: 81-82 °C
• Refractive Index: 1.674
• Boiling Point: 379.9 °C at 760 mmHg
• PKA: 6.95±0.26(Predicted)
• Flash Point: 183.5 °C
• PSA: 70.74000
• Density: 1.34 g/cm³
• LogP: 3.32960
• Storage Temp.: 2-8°C
• 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:

98%,99%, ^*data from raw suppliers

4-(2-Nitroanilino)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)NC2=CC=NC=C2)[N+](=O)[O-]
• Uses: 4-(2-Nitroanilino)pyridine can be used to increase the yield of 4-(2-Aminoanilino)pyridine (A583160) dihydrochloride by hydrogenation in the presence of a Ni-Cr catalyst. Droperidol Impurity 4.

Technology Process of N-(2-nitrophenyl)pyridin-4-amine

There total 3 articles about N-(2-nitrophenyl)pyridin-4-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: 77.0%

C16H13N4O2(1+)*2BF4(1-)*H(1+) → 2-Nitro-N-(4'-pyridyl)aniline (25551-59-1) + 1-(5-Methylsulfanyl-2-p-tolyl-[1,3,4]thiadiazol-3-yl)-ethanone (86738-31-0)

Guidance literature:

With sodium cyanide; In methanol; at 25 ℃; for 0.166667h;

Reference yield: 18.2%

2-nitroaniline hydrochloride (14527-90-3,15873-52-6) + N-Pyrid-4-yl-pyridiniumchlorid-hydrochlorid (22752-98-3) → 2-Nitro-N-(4'-pyridyl)aniline (25551-59-1)

Guidance literature:

at 180 ℃; for 1.5h;

Reference yield:

→ 2-Nitro-N-(4'-pyridyl)aniline (25551-59-1)

Guidance literature:

4-Amino-pyridin, 2-Brom-nitrobenzol, K2CO3, cuprous bromid, Nitrobenzol;

upstream raw materials:

2-nitroaniline hydrochloride

N-Pyrid-4-yl-pyridiniumchlorid-hydrochlorid

Downstream raw materials:

N-γ-pyridyl-o-phenylenediamine

Refernces

• 1、 Sammes, Michael P.,Ho, King-Wah,Tam, Ming-Lim,Katritzky, Alan R.. "Synthetic Applications of N-N Linked Heterocycles. Part 15. A Facile Synthesis of 4-Pyridyl(aryl)amines via the Reaction between 4-Chloro-1-pyridiniopyridinium Salts and Aryl Amines". . p. 973 - 978. Retrieved 2007/10/02.