3-(4-Phenylpiperazin-1-yl)propanenitrile

Base Information

• Chemical Name: 3-(4-Phenylpiperazin-1-yl)propanenitrile
• CAS No.: 18505-84-5
• Molecular Formula: C13H17 N3
• Molecular Weight: 215.298
• NSC Number: 87108
• DSSTox Substance ID: DTXSID40939921
• Nikkaji Number: J2.199.614I
• Wikidata: Q82916484
• ChEMBL ID: CHEMBL230036
• Mol file: 18505-84-5.mol

Synonyms:3-(4-phenylpiperazin-1-yl)propanenitrile;18505-84-5;3-(4-phenyl-1-piperazinyl)propanenitrile;1-Piperazinepropanenitrile, 4-phenyl-;NSC87108;NCIOpen2_005257;CHEMBL230036;F2189-1015;SCHEMBL11577567;DTXSID40939921;KTXUJUPSPCFJME-UHFFFAOYSA-N;NSC-87108;AKOS000181639;4-phenyl-1-(2-cyanoethyl)-piperazine;beta-(4-phenylpiperazin-1-yl)propionitrile;AE-641/00791002;Z46173949

Chemical Property of 3-(4-Phenylpiperazin-1-yl)propanenitrile

Chemical Property:

• Vapor Pressure: 4.12E-06mmHg at 25°C
• Boiling Point: 384.3°Cat760mmHg
• Flash Point: 169.7°C
• Density: 1.075g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 215.142247555
• Heavy Atom Count: 16
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1CCC#N)C2=CC=CC=C2

Technology Process of 3-(4-Phenylpiperazin-1-yl)propanenitrile

There total 9 articles about 3-(4-Phenylpiperazin-1-yl)propanenitrile 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%

4-phenyl-1-piperazine (92-54-6) + acrylonitrile (107-13-1,25014-41-9) → 3-[4-(phenyl)-piperazin-1-yl]-propionitrile (18505-84-5)

Guidance literature:

With triethylammonium acetate; at 25 ℃; for 0.0166667h; chemoselective reaction;

DOI:10.1007/s00706-008-0886-4

Reference yield: 83.0%

sodium cyanide (773837-37-9) + 1-phenyl-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate → 3-[4-(phenyl)-piperazin-1-yl]-propionitrile (18505-84-5)

Guidance literature:

In N,N-dimethyl-formamide; at 60 ℃; for 10h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02676

Reference yield: 78.0%

3-Chloropropionitrile (542-76-7) + 4-phenyl-1-piperazine (92-54-6) → 3-[4-(phenyl)-piperazin-1-yl]-propionitrile (18505-84-5)

Guidance literature:

With potassium carbonate; In toluene; for 3h; Heating;

DOI:10.1021/jm070860r

upstream raw materials:

4-phenyl-1-piperazine

acrylonitrile

3-Chloropropionitrile

bromopropionitrile

Downstream raw materials:

3-(4-phenylpiperazin-1-yl)propan-1-amine

dimethyl-[3-(4-phenyl-piperazin-1-yl)-propyl]-amine

3-(4-phenyl-1-piperazinyl)-propionic acid

3-(4-phenyl-piperazin-1-yl)-propionamide

Refernces

• 1、 Verma, Akhilesh K.,Kumar, Rupesh,Chaudhary, Preeti,Saxena, Amit,Shankar, Ravi,Mozumdar, Subho,Chandra, Ramesh. "Cu-nanoparticles: A chemoselective catalyst for the aza-Michael reactions of N-alkyl- and N-arylpiperazines with acrylonitrile". . p. 5229 - 5232. Retrieved 2005.
• 2、 Afsarian, Mohammad Hosein,Farjam, Mojtaba,Zarenezhad, Elham,Behrouz, Somayeh,Rad, Mohammad Navid Soltani. "Synthesis, antifungal evaluation and molecular docking studies of some tetrazole derivatives". . p. 874 - 887. Retrieved 2020/01/21.