4-[(Benzylamino)methyl]benzonitrile

Base Information

• Chemical Name: 4-[(Benzylamino)methyl]benzonitrile
• CAS No.: 37812-47-8
• Molecular Formula: C15H14N2
• Molecular Weight: 222.29
• DSSTox Substance ID: DTXSID80490208
• Nikkaji Number: J1.819.019B
• Wikidata: Q82333878
• Mol file: 37812-47-8.mol

Synonyms:4-[(Benzylamino)methyl]benzonitrile;37812-47-8;4-(Benzylaminomethyl)benzonitrile;SCHEMBL8897410;DTXSID80490208;PCONUTPLPUHFDZ-UHFFFAOYSA-N;AKOS000225839

Chemical Property of 4-[(Benzylamino)methyl]benzonitrile

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 222.115698455
• Heavy Atom Count: 17
• Complexity: 251

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNCC2=CC=C(C=C2)C#N

Technology Process of 4-[(Benzylamino)methyl]benzonitrile

There total 12 articles about 4-[(Benzylamino)methyl]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: 87.0%

N-4-((benzylimino)methyl)benzonitrile → N-benzyl-1-(4-cyanophenyl)methanamine (37812-47-8)

Guidance literature:

With borane-THF; benzene-1,2-dicarboxylic acid; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1016/S0040-4039(02)01905-6

Reference yield: 85.0%

4-cyanobenzaldehyde (105-07-7) + benzylamine (100-46-9) → N-benzyl-1-(4-cyanophenyl)methanamine (37812-47-8)

Guidance literature:

4-cyanobenzaldehyde; benzylamine; With titanium(IV) isopropylate; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

With ammonia borane; In tetrahydrofuran; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.04.014

Reference yield: 73.0%

N-benzyl-p-cyanobenzamide (17922-99-5) → N-benzyl-1-(4-cyanophenyl)methanamine (37812-47-8)

Guidance literature:

With acetylacetonato(1,5-cyclooctadiene)rhodium(I); phenylsilane; In tetrahydrofuran; at 50 ℃; for 24h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201600535

upstream raw materials:

4-cyanobenzyl bromide

benzylamine

4‐[benzyliminomethyl]benzonitrile

4-cyanobenzaldehyde

Downstream raw materials:

(Z)-N-benzyl-1-(4-cyanophenyl)methanimine oxide