4-Nitro-2-{[(e)-phenylmethylidene]amino}phenol

Base Information

• Chemical Name: 4-Nitro-2-{[(e)-phenylmethylidene]amino}phenol
• CAS No.: 3230-49-7
• Molecular Formula: C13H10 N2 O3
• Molecular Weight: 242.234
• NSC Number: 112116
• DSSTox Substance ID: DTXSID00296840
• Mol file: 3230-49-7.mol

Synonyms:3230-49-7;2-benzylideneamino-4-nitrophenol;2-(benzylideneamino)-4-nitrophenol;4-nitro-2-{[(e)-phenylmethylidene]amino}phenol;NSC112116;SCHEMBL9833860;DTXSID00296840;NNTURZUKNVOWBH-UHFFFAOYSA-N;AKOS024405317;NSC-112116

Chemical Property of 4-Nitro-2-{[(e)-phenylmethylidene]amino}phenol

Chemical Property:

• Vapor Pressure: 1.61E-09mmHg at 25°C
• Boiling Point: 471.7°C at 760 mmHg
• Flash Point: 239.1°C
• Density: 1.25g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 242.06914219
• Heavy Atom Count: 18
• Complexity: 308

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Nitro-2-{[(e)-phenylmethylidene]amino}phenol

There total 3 articles about 4-Nitro-2-{[(e)-phenylmethylidene]amino}phenol 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: 97.2%

benzaldehyde (100-52-7) + 2-hydroxy-5-nitroaniline (99-57-0) → 2-hydroxy-5-nitro-N-benzylideneaniline (3230-49-7)

Guidance literature:

In methanol; for 1h;

DOI:10.3998/ark.5550190.0011.927

Reference yield: 28.0%

benzylamine (100-46-9) + 2-hydroxy-5-nitroaniline (99-57-0) → 2-hydroxy-5-nitro-N-benzylideneaniline (3230-49-7) + N-benzylidene benzylamine (780-25-6)

Guidance literature:

With cis-dichloro-(P,N)-tris(quinolin-8-yl)phosphite palladium(II)*3.5CHCl₃; at 60 ℃; for 6h; under 1551.49 Torr; Catalytic behavior; Autoclave;

DOI:10.1039/c7dt04000h

Reference yield:

→ 2-hydroxy-5-nitro-N-benzylideneaniline (3230-49-7)

Guidance literature:

DOI:10.1248/cpb.12.1135

upstream raw materials:

benzaldehyde

2-hydroxy-5-nitroaniline

benzylamine

Downstream raw materials:

5-nitro-2-phenylbenzo[d]oxazole

5-amino-2-phenyl-1,3-benzoxazole

methyl 3-(2-phenylbenzoxazol-5-yl)-2-chloropropionate

2-Imino-5-(2-phenyl-benzooxazol-5-ylmethyl)-thiazolidin-4-one