2-(Propylamino)benzonitrile

Base Information

• Chemical Name: 2-(Propylamino)benzonitrile
• CAS No.: 74396-53-5
• Molecular Formula: C10H12N2
• Molecular Weight: 160.219
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID20447574
• Nikkaji Number: J695.319K
• Wikidata: Q82266446
• Mol file: 74396-53-5.mol

Synonyms:2-(Propylamino)benzonitrile;74396-53-5;2-propylaminobenzonitrile;Benzonitrile, 2-(propylamino)-;N-propylanthranilonitrile;SCHEMBL2122821;DTXSID20447574;KIIOPQYCYPGLIF-UHFFFAOYSA-N;ZCA39653;MFCD11155673;AKOS000260914;BS-24368;CS-0209926

Chemical Property of 2-(Propylamino)benzonitrile

Chemical Property:

• PSA: 35.82000
• LogP: 2.45318
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 160.100048391
• Heavy Atom Count: 12
• Complexity: 168

Purity/Quality:

98.5% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCNC1=CC=CC=C1C#N

Technology Process of 2-(Propylamino)benzonitrile

There total 8 articles about 2-(Propylamino)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: 95.0%

propylamine (107-10-8,42939-71-9) + o-cyanobromobenzene (2042-37-7) → 2-(propylamino)benzonitrile (74396-53-5)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In toluene; for 24h; Schlenk technique; Inert atmosphere; Heating;

DOI:10.1016/j.ejmech.2016.07.011

Reference yield: 80.0%

N-nitroso-N-n-propylaniline (19788-34-2) + N-cyano-N-phenyl-p-toluenesulfonamide (55305-43-6) → 2-(propylamino)benzonitrile (74396-53-5)

Guidance literature:

With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; water; In acetone; at 120 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.5b01666

Reference yield: 45.0%

2-<(2-bromophenyl)amino>butanenitrile → 2-(propylamino)benzonitrile (74396-53-5)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 1h; Heating;

DOI:10.1055/s-1995-4126

upstream raw materials:

propyl bromide

anthranilic acid nitrile

1-iodo-propane

2-bromoaniline

Downstream raw materials:

[2-(4,5-Dihydro-1H-imidazol-2-yl)-phenyl]-propyl-amine