N-benzyl-N-(benzylideneamino)aniline

Base Information

• Chemical Name: N-benzyl-N-(benzylideneamino)aniline
• CAS No.: 2725-46-4
• Molecular Formula: C20H18 N2
• Molecular Weight: 286.376
• NSC Number: 97456
• Mol file: 2725-46-4.mol

Synonyms:2725-46-4;N-benzyl-N-(benzylideneamino)aniline;NSC97456;SCHEMBL9809671;NSC-97456

Chemical Property of N-benzyl-N-(benzylideneamino)aniline

Chemical Property:

• Vapor Pressure: 6.37E-08mmHg at 25°C
• Boiling Point: 439.5°Cat760mmHg
• Flash Point: 219.6°C
• Density: 1g/cm³
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 286.146998583
• Heavy Atom Count: 22
• Complexity: 321

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN(C2=CC=CC=C2)N=CC3=CC=CC=C3
• Isomeric SMILES: C1=CC=C(C=C1)CN(C2=CC=CC=C2)/N=C/C3=CC=CC=C3

Technology Process of N-benzyl-N-(benzylideneamino)aniline

There total 24 articles about N-benzyl-N-(benzylideneamino)aniline 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: 94.0%

N-benzyl-N-phenylhydrazine (614-31-3) + benzylamine (100-46-9) → 1-benzyl-2-benzylidene-1-phenylhydrazine (2725-46-4)

Guidance literature:

With but-2-enenitrile; palladium 10% on activated carbon; In toluene; at 150 ℃; for 12h; Sealed tube;

DOI:10.1002/adsc.201300559

Reference yield: 91.0%

benzyl bromide (100-39-0) + phenylhydrazine (100-63-0) → 1-benzyl-2-benzylidene-1-phenylhydrazine (2725-46-4)

Guidance literature:

With oxygen; potassium carbonate; copper(I) bromide; In ethanol; at 75 ℃; for 6h; under 760.051 Torr; chemoselective reaction;

DOI:10.1016/j.tet.2013.08.073

Reference yield: 88.0%

benzyl bromide (100-39-0) + benzaldehyde phenylhydrazone (588-64-7) → 1-benzyl-2-benzylidene-1-phenylhydrazine (2725-46-4)

Guidance literature:

benzaldehyde phenylhydrazone; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

benzyl bromide; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo2005632

upstream raw materials:

benzyl bromide

phenylhydrazine

benzylidene phenylamine

N-benzyl-N-phenylhydrazine

Downstream raw materials:

1-benzyl-2-benzylidene-1-(3,5-dimethylphenyl)hydrazine

2-benzyl-1-benzylidene-2-m-tolylhydrazine

2-phenylbenzo[d]oxazole

benzonitrile

Refernces

• 1、 Zhang, Muliang,Duan, Yingqian,Li, Weipeng,Xu, Pan,Cheng, Jian,Yu, Shouyun,Zhu, Chengjian. "A Single Electron Transfer (SET) Approach to C-H Amidation of Hydrazones via Visible-Light Photoredox Catalysis". . p. 5356 - 5359. Retrieved 2016/11/02.
• 2、 Taddei, Maurizio,Mura, Manuel G.,Rajam?ki, Suvi,De Luca, Lidia,Porcheddu, Andrea. "Palladium-catalysed dehydrogenative generation of imines from amines. A nature-inspired route to indoles via cross-couplings of amines with arylhydrazines". . p. 3002 - 3013. Retrieved 2014/03/21.