1-(2,3-Dichlorophenyl)piperazine

Base Information

• Chemical Name: 1-(2,3-Dichlorophenyl)piperazine
• CAS No.: 41202-77-1
• Molecular Formula: C10H12Cl2N2
• Molecular Weight: 231.125
• Hs Code.: 2933599090
• European Community (EC) Number: 609-896-3
• UNII: 891W3EV0B1
• DSSTox Substance ID: DTXSID90961499
• Nikkaji Number: J1.831.558K
• Wikipedia: 2,3-Dichlorophenylpiperazine
• Wikidata: Q4596761
• ChEMBL ID: CHEMBL1424807
• Mol file: 41202-77-1.mol

Synonyms:4,4-dicarboxy-5-pyridoxylproline;DCPP

Chemical Property of 1-(2,3-Dichlorophenyl)piperazine

Chemical Property:

• Appearance/Colour: Brown Oil
• Vapor Pressure: 1.77E-07mmHg at 25°C
• Melting Point: 242-244ºC
• Boiling Point: 365.1 °C at 760 mmHg
• PKA: 8.71±0.10(Predicted)
• Flash Point: 174.6 °C
• PSA: 15.27000
• Density: 1.272 g/cm³
• LogP: 2.79680
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 230.0377538
• Heavy Atom Count: 14
• Complexity: 183

Purity/Quality:

99.0%min. ^*data from raw suppliers

1-(2,3-Dichlorophenyl)piperazine 98.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(2,3-Dichlorophenyl)piperazine

There total 9 articles about 1-(2,3-Dichlorophenyl)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: 88.0%

2,3-dichloroaniline (608-27-5) + N,N-bis(chloro-2-ethyl)amine (334-22-5) → 1-(2,3-dichlorophenyl)piperazine (41202-77-1)

Guidance literature:

2,3-dichloroaniline; N,N-bis(chloro-2-ethyl)amine; With tetrabutylammomium bromide; toluene-4-sulfonic acid; In 5,5-dimethyl-1,3-cyclohexadiene; for 48h;

With ammonium hydroxide; pH=6 - 7;

DOI:10.1016/j.bmcl.2020.127613

Reference yield: 37.0%

piperazine (110-85-0) + 1,2,3-trichlorobenzene (87-61-6) → 1-(2,3-dichlorophenyl)piperazine (41202-77-1)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl; sodium t-butanolate; In 1,4-dioxane; at 100 ℃; for 0.166667h;

DOI:10.1021/acs.orglett.6b02591

Reference yield: 31.0%

2,3-dichloroaniline (608-27-5) + 2,2'-iminobis[ethanol] (111-42-2) → 1-(2,3-dichlorophenyl)piperazine (41202-77-1)

Guidance literature:

With phosphorus pentoxide; triethylamine hydrochloride; at 220 ℃; for 4h;

DOI:10.1021/jm010146o

upstream raw materials:

piperazine

1-bromo-2,3-dichlorobenzene

2,3-dichloroaniline

2,2'-iminobis[ethanol]

Downstream raw materials:

[3-[4-(2,3-dichlorophenylpiperazin-1-yl)]propyl]carbamic acid benzyl ester

2-(2-(4-(2,3-dichlorophenyl)piperazin-1-yl)ethyl)isoindoline-1,3-dione

4-(2,3-dichlorophenyl)-1-piperazinepentanenitrile

4‐[4‐(2,3‐dichlorophenyl)piperazin‐1‐yl]butannitrile

Refernces

• 1、 Chu, Yeonjeong,Raja Sekhara Reddy,Pratap Reddy Gajulapalli,Sudhakar Babu,Kim, Eunha,Lee, Sanghee. "Design, synthesis, and biological evaluation of N-arylpiperazine derivatives as interferon inducers". . . Retrieved 2020.
• 2、 Reilly, Sean W.,Mach, Robert H.. "Pd-Catalyzed Synthesis of Piperazine Scaffolds under Aerobic and Solvent-Free Conditions". supporting information. p. 5272 - 5275. Retrieved 2016/10/31.