1-(Naphthalen-2-yl)piperazine

Base Information

• Chemical Name: 1-(Naphthalen-2-yl)piperazine
• CAS No.: 57536-91-1
• Molecular Formula: C14H16N2
• Molecular Weight: 212.294
• Hs Code.: 2933599090
• European Community (EC) Number: 673-897-5
• Nikkaji Number: J387.178I
• Pharos Ligand ID: 5GPVUFCYHFMR
• ChEMBL ID: CHEMBL278509
• Mol file: 57536-91-1.mol

Synonyms:1-(naphthalen-2-yl)piperazine;57536-91-1;1-naphthalen-2-ylpiperazine;1-(2-NAPHTHYL)PIPERAZINE;1-Naphthalen-2-yl-piperazine;CHEMBL278509;D0W2YN;Oprea1_405543;SCHEMBL3138664;LWLBVIFUVSUSAY-UHFFFAOYSA-N;BDBM50007411;AKOS003591179;PD129493;FT-0756801

Chemical Property of 1-(Naphthalen-2-yl)piperazine

Chemical Property:

• Melting Point: 78 °C
• Boiling Point: 130-135 °C(Press: 0.4 Torr)
• PKA: 8.93±0.10(Predicted)
• PSA: 15.27000
• Density: 1.106±0.06 g/cm3(Predicted)
• LogP: 2.64320
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 212.131348519
• Heavy Atom Count: 16
• Complexity: 223

Purity/Quality:

98%Min ^*data from raw suppliers

1-(naphthalen-2-yl)piperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1)C2=CC3=CC=CC=C3C=C2

Technology Process of 1-(Naphthalen-2-yl)piperazine

There total 9 articles about 1-(Naphthalen-2-yl)piperazine 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: 86.0%

→ 1-naphthalen-2-yl-piperazine (57536-91-1)

Guidance literature:

With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate; In para-xylene; toluene; at 120 ℃; for 1h; Microwave irradiation; Inert atmosphere;

Reference yield: 76.0%

bis-(2-chloroethyl)amine hydrochloride (821-48-7) + 2-naphthylamine hydrochloride (612-52-2) → 1-naphthalen-2-yl-piperazine (57536-91-1)

Guidance literature:

With potassium carbonate; In diethylene glycol dimethyl ether; for 48h; Heating;

DOI:10.1021/jm00161a038

Reference yield: 70.0%

piperazine (110-85-0) + 2-bromonaphthalene (580-13-2) → 1-naphthalen-2-yl-piperazine (57536-91-1)

Guidance literature:

With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate; In toluene; at 110 ℃; for 18h; Inert atmosphere; Sealed tube; Schlenk technique;

DOI:10.1021/jacs.7b07104

upstream raw materials:

bis(2-bromoethyl)amine hydrobromide

naphthalen-2-ylamine

bis-(2-chloroethyl)amine hydrochloride

2-naphthylamine hydrochloride

Downstream raw materials:

C₃₃H₃₀N₄O₂

C₃₃H₃₀N₄O₂

C₃₃H₃₀N₄O₂

C₃₄H₃₁N₃O₂

Refernces

• 1、 Patel, Rahul V.,Mistry, Bhupendra,Syed, Riyaz,Rathi, Anuj K.,Lee, Yoo-Jung,Sung, Jung-Suk,Shinf, Han-Seung,Keum, Young-Soo. "Chrysin-piperazine conjugates as antioxidant and anticancer agents". . p. 166 - 177. Retrieved 2016/05/24.
• 2、 Ghosh, Balaram,Antonio, Tamara,Zhen, Juan,Kharkar, Prashant,Reith, Maarten E. A.,Dutta, Aloke K.. "Development of (S)-N6-(2-(4-(isoquinolin-1-yl)piperazin-1-yl) ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]-thiazole-2,6-diamine and its analogue as a D3 receptor preferring agonist: Potent in vivo activity in Parkinson's disease anima". experimental part. p. 1023 - 1037. Retrieved 2010/08/06.