2-(Benzylamino)benzonitrile

Base Information

• Chemical Name: 2-(Benzylamino)benzonitrile
• CAS No.: 5589-62-8
• Molecular Formula: C14H12 N2
• Molecular Weight: 208.263
• Hs Code.: 2926909090
• European Community (EC) Number: 670-006-1
• NSC Number: 291289
• DSSTox Substance ID: DTXSID40315029
• Nikkaji Number: J1.867.459I
• Wikidata: Q82067688
• ChEMBL ID: CHEMBL1499033
• Mol file: 5589-62-8.mol

Synonyms:2-(benzylamino)benzonitrile;5589-62-8;MLS000093686;SMR000029304;NSC291289;N-benzylanthranilonitrile;2-Benzylaminobenzonitrile;ChemDiv2_002882;cid_324787;SCHEMBL3475619;CHEMBL1499033;BDBM73325;DTXSID40315029;HMS1377C22;2-[(phenylmethyl)amino]benzonitrile;MFCD00512083;STL214792;AKOS000240522;NSC 291289;NSC-291289;SB77272;BS-28820;2-[(phenylmethyl)amino]benzenecarbonitrile;CS-0207329;MLS000093686-02;EN300-32913;A870071;SR-01000099496;SR-01000099496-1;Z126983002

Chemical Property of 2-(Benzylamino)benzonitrile

Chemical Property:

• Vapor Pressure: 4.94E-06mmHg at 25°C
• Melting Point: 117.5-118 °C
• Boiling Point: 381.8°Cat760mmHg
• PKA: 1.49±0.10(Predicted)
• Flash Point: 184.7°C
• PSA: 35.82000
• Density: 1.12g/cm³
• LogP: 3.24338
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 208.100048391
• Heavy Atom Count: 16
• Complexity: 247

Purity/Quality:

97% ^*data from raw suppliers

2-(Benzylamino)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC2=CC=CC=C2C#N
• Uses: 2-(Benzylamino)benzonitrile is a general reagent used in the synthesis of 3,3-disubstituted oxindoles through Pd-catalyzed intramolecular

Technology Process of 2-(Benzylamino)benzonitrile

There total 14 articles about 2-(Benzylamino)benzonitrile 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: 93.0%

1-benzyl-3-trimethylsilylindazole (741693-32-3) → 2-(benzylamino)benzonitrile (5589-62-8)

Guidance literature:

With cesium fluoride; In N,N-dimethyl-formamide; at 100 ℃; for 5h;

Reference yield: 92.0%

benzyl alcohol (100-51-6,185532-71-2) + anthranilic acid nitrile (1885-29-6) → 2-(benzylamino)benzonitrile (5589-62-8)

Guidance literature:

With bis(3,5-di-(tert-butyl)-2-hydroxyazobenzolato)nickel(II); potassium tert-butylate; In toluene; at 130 ℃; for 24h; chemoselective reaction;

DOI:10.1021/acscatal.9b02977

Reference yield: 91.0%

2-<(benzylidene)amino>benzonitrile (125743-39-7,64641-82-3) → 2-(benzylamino)benzonitrile (5589-62-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 4h; Ambient temperature;

DOI:10.1016/S0040-4020(01)87337-3

upstream raw materials:

2-<(benzylidene)amino>benzonitrile

1-benzyl-3-bromoindazole

1-benzyl-3-trimethylsilylindazole

2-Chlorobenzonitrile

Downstream raw materials:

N-benzyl-N-(2-bromopropionyl)-2-cyanoaniline

1-[2-(benzylamino)phenyl]propan-1-one

2-benzylaminobenzamide oxime

N-benzyl-N-propionyl-2-cyanoaniline