2-(Phenylimino)-1-pyrrolidineacetonitrile

Base Information

• Chemical Name: 2-(Phenylimino)-1-pyrrolidineacetonitrile
• CAS No.: 91417-93-5
• Molecular Formula: C₁₂H₁₃N₃
• Molecular Weight: 199.255
• DSSTox Substance ID: DTXSID401270723
• Mol file: 91417-93-5.mol

Synonyms:2-(Phenylimino)-1-pyrrolidineacetonitrile;DTXSID401270723;91417-93-5

Chemical Property of 2-(Phenylimino)-1-pyrrolidineacetonitrile

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 199.110947427
• Heavy Atom Count: 15
• Complexity: 281

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=NC2=CC=CC=C2)N(C1)CC#N

Technology Process of 2-(Phenylimino)-1-pyrrolidineacetonitrile

There total 4 articles about 2-(Phenylimino)-1-pyrrolidineacetonitrile 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: 89.0%

diethylacetal of N-cyanomethyl-2-pyrrolidone (91417-88-8) + aniline (62-53-3) → 1-Cyanomethyl-2-(N-phenylimino)pyrrolidine (91417-93-5)

Guidance literature:

1.) benzene, room temp., 4.5 h, 2.) reflux, 45 min;

DOI:10.1007/BF00758995

Reference yield:

2-oxo-1-pyrrolidine acetamide (7491-74-9) → 1-Cyanomethyl-2-(N-phenylimino)pyrrolidine (91417-93-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) POCl₃, DMF, 2.) pyridine / 1.) acetonitrile, 50 deg C, 2.5 h, 2.) 0 deg C, 20 min

2: 1.) POCl₃ / 1.) benzene, room temp., 4.5 h, 2.) EtOH, 0.5 h

3: 89 percent / 1.) benzene, room temp., 4.5 h, 2.) reflux, 45 min

With pyridine; N,N-dimethyl-formamide; trichlorophosphate;

DOI:10.1007/BF00758995

Reference yield:

nitrile of 2-oxopyrrolidine-1-acetic acid (57275-83-9) → 1-Cyanomethyl-2-(N-phenylimino)pyrrolidine (91417-93-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) POCl₃ / 1.) benzene, room temp., 4.5 h, 2.) EtOH, 0.5 h

2: 89 percent / 1.) benzene, room temp., 4.5 h, 2.) reflux, 45 min

With trichlorophosphate;

DOI:10.1007/BF00758995

upstream raw materials:

diethylacetal of N-cyanomethyl-2-pyrrolidone

aniline

nitrile of 2-oxopyrrolidine-1-acetic acid

2-oxo-1-pyrrolidine acetamide

Downstream raw materials:

1-Carboxymethyl-2-(N-phenylimino)pyrrolidine hydrochloride