Phenyl(piperazin-1-yl)acetonitrile

Base Information

• Chemical Name: Phenyl(piperazin-1-yl)acetonitrile
• CAS No.: 460720-86-9
• Molecular Formula: C12H15N3
• Molecular Weight: 201.271
• European Community (EC) Number: 848-159-2
• Mol file: 460720-86-9.mol

Synonyms:460720-86-9;phenyl(piperazin-1-yl)acetonitrile;2-PHENYL-2-(PIPERAZIN-1-YL)ACETONITRILE;2-phenyl-2-piperazin-1-ylacetonitrile;SCHEMBL5752267;Phenyl-(piperazin-1-yl)acetonitrile;AKOS000200483;AKOS017282938;MB04679;a-phenyl-a-(1-piperazinyl)-acetonitrile;CS-0241575;EN300-23430;G25979;J-523945;Z147652270

Chemical Property of Phenyl(piperazin-1-yl)acetonitrile

Chemical Property:

• PSA: 39.06000
• LogP: 1.42318
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 201.126597491
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

2-phenyl-2-(piperazin-1-yl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1)C(C#N)C2=CC=CC=C2

Technology Process of Phenyl(piperazin-1-yl)acetonitrile

There total 3 articles about Phenyl(piperazin-1-yl)acetonitrile 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: 80.0%

piperazine (110-85-0) + trimethylsilyl cyanide (7677-24-9) + benzaldehyde (100-52-7) → 2-(1-piperazinyl)-2-phenylacetonitrile (460720-86-9)

Guidance literature:

With zinc(II) acetate dihydrate; In chloroform; at 20 ℃; for 5.5h;

DOI:10.14233/ajchem.2014.17180

Reference yield: 53.0%

piperazine (110-85-0) + sodium cyanide (143-33-9,25596-52-5) + benzaldehyde (100-52-7) → {4-[(cyano)(phenyl)methyl]piperazin-1-yl}(phenyl)acetonitrile (17761-90-9) + 2-(1-piperazinyl)-2-phenylacetonitrile (460720-86-9)

Guidance literature:

benzaldehyde; With sodium hydrogensulfite; at 20 ℃;

piperazine; In water; at 20 ℃; for 0.05h;

sodium cyanide; In water; at 50 ℃; for 1h;

Reference yield:

piperazine (110-85-0) + potassium cyanide (151-50-8) + benzaldehyde (100-52-7) → 2-(1-piperazinyl)-2-phenylacetonitrile (460720-86-9)

Guidance literature:

With hydrogenchloride; In water; isopropyl alcohol; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2007.02.057

upstream raw materials:

piperazine

sodium cyanide

benzaldehyde

potassium cyanide

Downstream raw materials:

[4-(2-amino-ethyl)-piperazin-1-yl]-phenyl-acetonitrile

Refernces

• 1、 Webster, Scott P.,Ward, Peter,Binnie, Margaret,Craigie, Eilidh,McConnell, Kirsty M.M.,Sooy, Karen,Vinter, Andy,Seckl, Jonathan R.,Walker, Brian R.. "Discovery and biological evaluation of adamantyl amide 11β-HSD1 inhibitors". . p. 2838 - 2843. Retrieved 2008/02/05.