3-Nitro-4-biphenylamine

Base Information

• Chemical Name: 3-Nitro-4-biphenylamine
• CAS No.: 4085-18-1
• Molecular Formula: C12H10N2O2
• Molecular Weight: 214.224
• Hs Code.: 2921499090
• European Community (EC) Number: 223-813-4
• NSC Number: 4703
• UNII: 5H3VX4KE3M
• DSSTox Substance ID: DTXSID5063289
• Nikkaji Number: J80.744C
• Wikidata: Q81990632
• ChEMBL ID: CHEMBL1632550
• Mol file: 4085-18-1.mol

Synonyms:4085-18-1;2-Nitro-4-phenylaniline;3-Nitro-4-biphenylamine;3-nitrobiphenyl-4-amine;4-Phenyl-2-nitroaniline;3-Nitrobiphenyl-4-ylamine;3-Nitro-[1,1'-biphenyl]-4-amine;[1,1'-Biphenyl]-4-amine, 3-nitro-;4-Biphenylamine, 3-nitro-;5H3VX4KE3M;(1,1'-Biphenyl)-4-amine, 3-nitro-;3-Nitro-1,1'-biphenyl-4-amine;NSC 4703;NSC-4703;EINECS 223-813-4;3-?Nitrobiphenyl-?4-?amine;3-Nitroxenylamine;NSC4703;[1, 3-nitro-;2-nitro-4-phenyl-aniline;4-amino-3 -nitrobiphenyl;4-Amino-3-nitro biphenyl;UNII-5H3VX4KE3M;3-Nitro-biphenyl-4-ylamine;(3-nitrobiphenyl-4-yl)amine;SCHEMBL653911;CHEMBL1632550;DTXSID5063289;3-nitro-4-amino-1,1'-biphenyl;3-Nitro[1,1'-biphenyl]-4-amine;MFCD00054606;STK260825;AKOS000111223;AC-3610;BB 0245949;CS-0196102;E89365;SR-01000388918;SR-01000388918-1

Chemical Property of 3-Nitro-4-biphenylamine

Chemical Property:

• Boiling Point: 382.1°Cat760mmHg
• Flash Point: 184.9°C
• PSA: 71.84000
• Density: 1.268g/cm³
• LogP: 3.94840
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 214.074227566
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

3-Nitrobiphenyl-4-amine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Nitro-4-biphenylamine

There total 20 articles about 3-Nitro-4-biphenylamine 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: 97.0%

4-Bromo-2-nitroaniline (875-51-4) + phenylboronic acid (98-80-6) → 4-amino-3-nitrobiphenyl (4085-18-1)

Guidance literature:

With C₇₂H₅₆N₁₆O₄Pd₄S₄; potassium hydroxide; In methanol; for 4h; Reflux;

DOI:10.1002/aoc.6436

Reference yield: 83.0%

4-iodo-2-nitroaniline (20691-72-9) + phenylboronic acid (98-80-6) → 4-amino-3-nitrobiphenyl (4085-18-1)

Guidance literature:

With palladium diacetate; sodium hydroxide; In methanol; water; at 20 ℃; for 26h; Inert atmosphere; Reflux;

DOI:10.1021/acs.joc.8b01910

Reference yield: 75.0%

4-Bromo-2-nitroaniline (875-51-4) + tributylphenylstannane (960-16-7) → 4-amino-3-nitrobiphenyl (4085-18-1)

Guidance literature:

With bis(triphenylphosphine)palladium(II)-chloride; triphenylphosphine; In N,N-dimethyl-formamide; at 120 ℃;

DOI:10.1021/jm00018a024

upstream raw materials:

4-acetamido-3-nitro-biphenyl

N-(3-nitro-biphenyl-4-yl)-toluene-4-sulfonamide

3'-nitro-biphenyl-2,4'-diyldiamine

3,4-dinitro-1,1^,-biphenyl

Downstream raw materials:

2-hydroxy-N-(3-nitro-biphenyl-4-yl)-benzamide

6-phenyl-quinoxaline

N-(biphenyl-3-yl)acetamide

2,3,6-triphenylquinoxaline

Refernces

• 1、 R?sener, Thomas,Kr?ckert, Konstantin,Hoffmann, Alexander,Herres-Pawlis, Sonja. "The Curious Case of a Phenylated Guanidinoquinoline Ligand: Synthesis, Complexes and ATRP Properties of DMEG6phqu". . p. 1317 - 1328. Retrieved 2018.
• 2、 Nandhini, Sundar,Dharani, Sivadasan,Elamathi, Chennakrishnan,Dallemer, Frederic,Prabhakaran, Rathinasabapathi. "Synthesis of tetranuclear complex of Pd(II) with thiosemicarbazone ligands derived from 2-quinolone and its catalytic evaluation in Suzuki–Miyaura-type coupling reactions and alkoxylation of chloroquinolines". . . Retrieved 2021/09/06.
• 3、 Faggyas, Réka J.,Sloan, Nikki L.,Buijs, Ned,Sutherland, Andrew. "Synthesis of Structurally Diverse Benzotriazoles via Rapid Diazotization and Intramolecular Cyclization of 1,2-Aryldiamines". supporting information. p. 5344 - 5353. Retrieved 2019/05/21.