4-Nitro-N2-(phenylmethylene)-1,2-benzenediamine

Base Information

• Chemical Name: 4-Nitro-N2-(phenylmethylene)-1,2-benzenediamine
• CAS No.: 167558-65-8
• Molecular Formula: C₁₃H₁₁N₃O₂
• Molecular Weight: 241.249
• DSSTox Substance ID: DTXSID701242187
• Mol file: 167558-65-8.mol

Synonyms:4-Nitro-N2-(phenylmethylene)-1,2-benzenediamine;DTXSID701242187;167558-65-8

Chemical Property of 4-Nitro-N2-(phenylmethylene)-1,2-benzenediamine

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 241.085126602
• Heavy Atom Count: 18
• Complexity: 308

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 4-Nitro-N2-(phenylmethylene)-1,2-benzenediamine

There total 1 articles about 4-Nitro-N2-(phenylmethylene)-1,2-benzenediamine 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: 84.0%

benzaldehyde (100-52-7) + 4-Nitrophenylene-1,2-diamine (99-56-9) → 5-nitro-N-benzylidene-1,2-phenylenediamine (167558-65-8)

Guidance literature:

In ethanol; for 12h; Reflux;

DOI:10.1016/j.bmc.2013.10.052

Reference yield: 80.0%

5-nitro-N-benzylidene-1,2-phenylenediamine (167558-65-8) → N1-benzyl-5-nitrobenzene-1,2-diamine (27978-93-4)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1021/ol301241k

Reference yield: 74.0%

5-nitro-N-benzylidene-1,2-phenylenediamine (167558-65-8) + orthoformic acid triethyl ester (122-51-0) → 2-phenyl-7-nitroquinoxaline (103977-08-8)

Guidance literature:

In N,N-dimethyl-formamide; for 24h; Reflux;

DOI:10.1016/j.bmc.2013.10.052

upstream raw materials:

benzaldehyde

4-Nitrophenylene-1,2-diamine

Downstream raw materials:

CHO₃^(1-)*C₁₃H₁₃N₃O₂*C₁₆H₃₆N⁽¹⁺⁾

N¹-benzyl-5-nitrobenzene-1,2-diamine

2-phenyl-7-nitroquinoxaline