4-(4-Chlorophenyl)-2-pyrrolidinone

Base Information

• Chemical Name: 4-(4-Chlorophenyl)-2-pyrrolidinone
• CAS No.: 22518-27-0
• Molecular Formula: C10H10ClNO
• Molecular Weight: 195.648
• Hs Code.: 2933790002
• European Community (EC) Number: 689-964-7
• UNII: M4NI65VF5L
• DSSTox Substance ID: DTXSID10945175
• Nikkaji Number: J730.841H
• ChEMBL ID: CHEMBL26683
• Mol file: 22518-27-0.mol

Synonyms:22518-27-0;4-(4-chlorophenyl)pyrrolidin-2-one;4-(4-Chlorophenyl)-2-pyrrolidinone;4-(4-Chloro-phenyl)-pyrrolidin-2-one;2-Pyrrolidinone, 4-(4-chlorophenyl)-;M4NI65VF5L;4-(4-chlorophenyl)-2-pyrrolidone;(4RS)-4-(4-Chlorophenyl)pyrrolidin-2-one (Baclofen Lactam);Baclofen impurity A;(4RS)-4-(4-Chlorophenyl)pyrrolidin-2-one;UNII-M4NI65VF5L;CHEMBL26683;SCHEMBL657357;(+/-)-BACLOFEN LACTAM;AMY7326;DTXSID10945175;BCP15750;4-(4-Chlorophenyl)-2-pyrrolizinone;4-(p-chlorophenyl)-2-oxopyrrolidine;MFCD00854139;AKOS006273968;SB35593;SB46194;SB47223;AS-38296;LS-138668;CS-0186869;FT-0726748;2-PYRROLIDINONE, 4-(P-CHLOROPHENYL)-;EN300-216987;3-(4-Chlorophenyl)-3,4-dihydro-2H-pyrrol-5-ol;F2147-0754

Chemical Property of 4-(4-Chlorophenyl)-2-pyrrolidinone

Chemical Property:

• Vapor Pressure: 2.74E-06mmHg at 25°C
• Refractive Index: 1.565
• Boiling Point: 390°Cat760mmHg
• Flash Point: 189.6 °C
• PSA: 29.10000
• Density: 1.243g/cm³
• LogP: 2.27230
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 195.0450916
• Heavy Atom Count: 13
• Complexity: 199

Purity/Quality:

98%Min ^*data from raw suppliers

4-(4-Chlorophenyl)-2-pyrrolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CNC1=O)C2=CC=C(C=C2)Cl
• Uses: 4-(4-Chlorophenyl)-2-pyrrolidinone is used in the preparation of potential and selective antagonists of the α1A adrenergic receptor (1,2). It is an impurity of Baclofen (B108000), a specific GABA-B receptor agonist. Muscle relaxant (skeletal).

Technology Process of 4-(4-Chlorophenyl)-2-pyrrolidinone

There total 31 articles about 4-(4-Chlorophenyl)-2-pyrrolidinone 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: 100.0%

2-oxo-4-(4-chlorophenyl)pyrrolidine-3-carboxylic acid → 4-(4-chlorophenyl)pyrrolidin-2-one (22518-27-0)

Guidance literature:

In toluene; for 5h; Reflux;

DOI:10.3390/molecules201219830

Reference yield: 90.0%

4-amino-3-(4-chlorophenyl)butanoic acid (1134-47-0) → 4-(4-chlorophenyl)pyrrolidin-2-one (22518-27-0)

Guidance literature:

With aluminum oxide; In toluene; for 16h; Heating / reflux;

Reference yield: 89.0%

ethyl 3-(4-chlorophenyl)-4-nitrobutanoate → 4-(4-chlorophenyl)pyrrolidin-2-one (22518-27-0)

Guidance literature:

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; In ethanol; at 0 ℃; for 2h;

DOI:10.1039/c4nj01552e

upstream raw materials:

4-amino-3-(4-chlorophenyl)butanoic acid

4-(4-chlorophenyl)-1,5-dihydro-2H-pyrrol-2-one

3-(4-chlorophenyl)cyclobutanone

trifluoroacetic anhydride

Downstream raw materials:

4-amino-3-(4-chlorophenyl)butanoic acid

3-(4-chlorophenyl)pyrrolidine

2-[4-(p-chlorophenyl)-2-oxopyrrolidin-1-yl]-acetic acid ethyl ester

4-(4-chlorophenyl)-1-(4-methoxybenzoyl)-pyrrolid-2-one

Refernces

• 1、 Fuse, Shinichiro,Komuro, Keiji,Otake, Yuma,Masui, Hisashi,Nakamura, Hiroyuki. "Rapid and Mild Lactamization Using Highly Electrophilic Triphosgene in a Microflow Reactor". supporting information. p. 7525 - 7532. Retrieved 2021/03/17.
• 2、 D'Oca, Caroline R. M.,Naciuk, Fabricio F.,Silva, Jéssica C.,Guedes, Esthéfani P.,Moro, Celso C.,D'Oca, Marcelo G. M.,Santos, Leonardo S.,Natchigall, Fabiane M.,Russowsky, Dennis. "New multicomponent reaction for the direct synthesis of β-aryl-γ-nitroesters promoted by hydrotalcite-derived mixed oxides as heterogeneous catalyst". . p. 285 - 298. Retrieved 2016/12/18.