1-(4-Aminophenyl)pyrrolidin-2-one

Base Information

• Chemical Name: 1-(4-Aminophenyl)pyrrolidin-2-one
• CAS No.: 13691-22-0
• Molecular Formula: C10H12N2O
• Molecular Weight: 176.218
• Hs Code.: 2933790090
• European Community (EC) Number: 275-416-0,675-459-9
• DSSTox Substance ID: DTXSID70929577
• Nikkaji Number: J2.782.782I
• Wikidata: Q72440921
• Mol file: 13691-22-0.mol

Synonyms:1-(4-aminophenyl)pyrrolidin-2-one;13691-22-0;1-(4-Aminophenyl)-2-pyrrolidone;2-Pyrrolidinone, 1-(4-aminophenyl)-;(4-Aminophenyl)pyrrolidinone;1-(4-aminophenyl)-2-pyrrolidinone;71412-08-3;MFCD00100993;1-(4-Amino-phenyl)-pyrrolidin-2-one;EINECS 275-416-0;SCHEMBL78465;DTXSID70929577;AMY20030;STK501242;AKOS000122898;Pyrrolidin-2-one, 1-(4-aminophenyl)-;BS-13753;SY006662;CS-0047566;FT-0655918;EN300-13901;1-(4-Aminophenyl)-2-pyrrolidinone, AldrichCPR;J-006938;Z94601206;F2148-0020

Chemical Property of 1-(4-Aminophenyl)pyrrolidin-2-one

Chemical Property:

• Vapor Pressure: 1.01E-08mmHg at 25°C
• Melting Point: 122-123℃
• Refractive Index: 1.63
• Boiling Point: 462.2 °C at 760 mmHg
• PKA: 5.05±0.10(Predicted)
• Flash Point: 233.3 °C
• PSA: 46.33000
• Density: 1.234 g/cm³
• LogP: 2.04180
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 176.094963011
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

98%min ^*data from raw suppliers

1-(4-Aminophenyl)pyrrolidin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1)C2=CC=C(C=C2)N

Technology Process of 1-(4-Aminophenyl)pyrrolidin-2-one

There total 9 articles about 1-(4-Aminophenyl)pyrrolidin-2-one 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: 99.0%

2-pyrrolidinon (616-45-5) + p-aminoiodobenzene (540-37-4) → 1-(4-aminophenyl)pyrrolidin-2-one (13691-22-0)

Guidance literature:

With copper(l) iodide; cesium fluoride; N,N`-dimethylethylenediamine; In tetrahydrofuran; at 25 ℃; for 18 - 24h; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.10.041

Reference yield: 92.0%

1-(4-nitrophenyl)pyrrolidin-2-one (13691-26-4) → 1-(4-aminophenyl)pyrrolidin-2-one (13691-22-0)

Guidance literature:

With water; at 20 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1039/c2cc30999h

Reference yield: 83.0%

tert-butyl (4-(2-oxopyrrolidin-1-yl)phenyl)carbamate → 1-(4-aminophenyl)pyrrolidin-2-one (13691-22-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 20 ℃; for 3h;

DOI:10.1016/j.bmc.2018.08.014

upstream raw materials:

4-butanolide

1,4-phenylenediamine

1-(4-nitrophenyl)pyrrolidin-2-one

1-phenylpyrrolidin-2-one

Downstream raw materials:

tert-Butyl 2-hydroxy-3-{[4-(2-oxo-1-pyrrolidinyl)phenyl]amino}propyl-carbamate

cyclobutanecarboxylic acid (3-{2-[4-(2-oxo-pyrrolidin-1-yl)-phenylamino]-pyrrolo[2,3-d]pyrimidin-7-yl}-propyl)-amide

Refernces

• 1、 -. "UREA DERIVATIVE MODULATORS OF TRYPTOPHAN CATABOLISM". Page/Page column 120-121. . Retrieved 2019/12/25.
• 2、 Hackl, Mathias W.,Lakemeyer, Markus,Dahmen, Maria,Glaser, Manuel,Pahl, Axel,Lorenz-Baath, Katrin,Menzel, Thomas,Sievers, Sonja,B?ttcher, Thomas,Antes, Iris,Waldmann, Herbert,Sieber, Stephan A.. "Phenyl Esters Are Potent Inhibitors of Caseinolytic Protease P and Reveal a Stereogenic Switch for Deoligomerization". supporting information. p. 8475 - 8483. Retrieved 2015/07/15.