1-Naphthylpiperazine

Base Information

• Chemical Name: 1-Naphthylpiperazine
• CAS No.: 57536-86-4
• Molecular Formula: C14H16N2
• Molecular Weight: 212.294
• UNII: FJ7MR37A24
• DSSTox Substance ID: DTXSID30973071
• Nikkaji Number: J387.179G
• Wikipedia: Naphthylpiperazine
• Wikidata: Q15409372
• Pharos Ligand ID: H435ZD663PGN
• ChEMBL ID: CHEMBL277120
• Mol file: 57536-86-4.mol

Synonyms:1-(1-naphthyl)piperazine;1-naphthylpiperazine

Chemical Property of 1-Naphthylpiperazine

Chemical Property:

• Appearance/Colour: White to tan powder
• Vapor Pressure: 2.38E-06mmHg at 25°C
• Melting Point: 280°C (dec.)
• Refractive Index: 1.622
• Boiling Point: 391.9 °C at 760 mmHg
• PKA: 8.90±0.10(Predicted)
• Flash Point: 188.9 °C
• PSA: 15.27000
• Density: 1.106 g/cm³
• LogP: 3.44520
• Solubility.: H2O: soluble
• 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:

99% ^*data from raw suppliers

1-(Naphthalen-1-yl)piperazine 97% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1)C2=CC=CC3=CC=CC=C32

Technology Process of 1-Naphthylpiperazine

There total 11 articles about 1-Naphthylpiperazine 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: 91.0%

tert-butyl 4-(naphthalen-1-yl)piperazine-1-carboxylate → 1-naphtylpiperazine (57536-86-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(98)00179-8

Reference yield: 87.0%

piperazine (110-85-0) + 1-Chloronaphthalene (90-13-1) → 1-naphtylpiperazine (57536-86-4) + 1,4-di-naphthalen-1-yl-piperazine (3367-55-3)

Guidance literature:

piperazine; With [2,2]bipyridinyl; nickel diacetate; sodium hydride; tert-Amyl alcohol; In tetrahydrofuran; at 65 ℃; for 2h;

1-Chloronaphthalene; With styrene; In tetrahydrofuran; at 65 ℃; for 5h;

DOI:10.1016/S0040-4020(02)00750-0

Reference yield: 68.0%

bis-(2-chloroethyl)amine hydrochloride (821-48-7) + 1-naphthylamine hydrochloride (552-46-5) → 1-naphtylpiperazine (57536-86-4)

Guidance literature:

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

DOI:10.1021/jm00161a038

upstream raw materials:

bis(2-bromoethyl)amine hydrobromide

1-amino-naphthalene

bis-(2-chloroethyl)amine hydrochloride

1-naphthylamine hydrochloride

Downstream raw materials:

4-(4-(2-(4-(Naphth-1-yl)piperazinyl)ethyl)phenyl)-1,2,3-thiadiazole

4-{4-[2-(4-Naphthalen-1-yl-piperazin-1-yl)-ethyl]-phenyl}-thiazol-2-ol

4-(4-(2-(4-(1-Naphthyl)piperazinyl)ethyl)phenyl)-2-methylthiazole

4-(4-(2-(4-(1-naphthyl)piperazinyl)ethyl)phenyl)-2-aminothiazole

Refernces

• 1、 -. "COMPOUNDS FOR BINDING PROPROTEIN CONVERTASE SUBTILISIN/KEXIN TYPE 9 (PCSK9)". Paragraph 0248. . Retrieved 2017/09/15.
• 2、 Konstantinova, Igor,Bukhryakov, Konstantin,Gezentsvey, Yuri,Krasavin, Mikhail. "Practical method for parallel synthesis of diversely substituted 1-phenylpiperazines". experimental part. p. 628 - 630. Retrieved 2012/05/21.