1,2-Benzenediamine, N-(phenylmethylene)-

Base Information

• Chemical Name: 1,2-Benzenediamine, N-(phenylmethylene)-
• CAS No.: 717-57-7
• Molecular Formula: C13H12N2
• Molecular Weight: 196.252
• DSSTox Substance ID: DTXSID90391257
• Nikkaji Number: J3.320.870G
• Mol file: 717-57-7.mol

Synonyms:1,2-Benzenediamine, N-(phenylmethylene)-;717-57-7;Aminobenzylidenanilin;2-(Benzylideneamino)benzeneamine;SCHEMBL17973873;DTXSID90391257;STL426749;AKOS024382095;N-[(E)-phenylmethylidene]benzene-1,2-diamine

Chemical Property of 1,2-Benzenediamine, N-(phenylmethylene)-

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 196.100048391
• Heavy Atom Count: 15
• Complexity: 207

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=NC2=CC=CC=C2N

Technology Process of 1,2-Benzenediamine, N-(phenylmethylene)-

There total 13 articles about 1,2-Benzenediamine, N-(phenylmethylene)- 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: 91.0%

benzaldehyde (100-52-7) + 1,2-diamino-benzene (95-54-5) → N-benzylidene-o-phenylenediamine (717-57-7)

Guidance literature:

With polyvinyl pyrrolidone-stabilized nickel nanoparticles; In ethylene glycol; at 20 ℃; for 0.116667h; chemoselective reaction;

DOI:10.1080/00397911.2011.563404

Reference yield: 87.0%

N-benzyl-1,2-phenylenediamine (5822-13-9) → N-benzylidene-o-phenylenediamine (717-57-7)

Guidance literature:

With triethylamine; copper(I) bromide; In N,N-dimethyl-formamide; at 22 - 25 ℃; for 5h; Reagent/catalyst; chemoselective reaction;

DOI:10.1016/j.tetlet.2019.03.039

Reference yield: 77.0%

1,2-diamino-benzene (95-54-5) + benzyl alcohol (100-51-6,185532-71-2) → N-benzylidene-o-phenylenediamine (717-57-7) + 2-phenyl-1H-benzoimidazole (716-79-0)

Guidance literature:

With trans-bis(quinoline-2-carboxylato)bis(ethanol)cobalt(II); sodium carbonate; In acetonitrile; at 20 ℃; for 1.5h; Time;

DOI:10.1039/d0nj03619f

upstream raw materials:

ethanol

benzaldehyde

1,2-diamino-benzene

N-(1-chlorobenzyl)pyridinium chloride

Downstream raw materials:

2-phenyl-1H-benzoimidazole

2-phenyl-2,3-dihydro-1H-benzoimidazole

2,2'-diphenyl-1,1'-bibenzimidazole

N-benzyl-1,2-phenylenediamine

Refernces

• 1、 Sang, Xinxin,Hu, Xinyu,Tao, Rong,Zhang, Yilin,Zhu, Haiyan,Wang, Dawei. "A Zirconium Indazole Carboxylate Coordination Polymer as an Efficient Catalyst for Dehydrogenation-Cyclization and Oxidative Coupling Reactions". . p. 123 - 129. Retrieved 2020/02/21.
• 2、 Puangsamlee, Thamon,Miljani?, Ognjen ?.. "Three-Way Chemoselectivity Switching through Coupled Equilibria". supporting information. p. 5900 - 5904. Retrieved 2020/08/05.