1-(Cyclohexylcarbonyl)piperazine

Base Information

• Chemical Name: 1-(Cyclohexylcarbonyl)piperazine
• CAS No.: 27561-62-2
• Molecular Formula: C11H20 N2 O
• Molecular Weight: 196.293
• Hs Code.: 2933599090
• European Community (EC) Number: 625-296-4
• DSSTox Substance ID: DTXSID20392479
• Nikkaji Number: J2.027.960E
• Wikidata: Q82190760
• Mol file: 27561-62-2.mol

Synonyms:27561-62-2;1-(Cyclohexylcarbonyl)piperazine;cyclohexyl(piperazin-1-yl)methanone;1-cyclohexanecarbonylpiperazine;MFCD06798113;Methanone, cyclohexyl-1-piperazinyl-;Maybridge1_006754;cyclohexyl-piperazin-1-yl-methanone;Cyclohexylpiperazino ketone;Oprea1_420654;SCHEMBL930742;N-(Cyclohexylcarbonyl)piperazine;DTXSID20392479;ZSZROXCAFYZNHE-UHFFFAOYSA-N;1-(cyclohexanecarbonyl)-piperazine;CBA56162;STL200205;AKOS000130608;1-(Cyclohexylcarbonyl)piperazine, 97%;DS-12938;1-(CYCLOHEXYLCARBONYL)PIPERAZINE97;C3377;CS-0124436;1-(CYCLOHEXYLCARBONYL)PIPERAZINE 97;EN300-56915;J-016812

Chemical Property of 1-(Cyclohexylcarbonyl)piperazine

Chemical Property:

• Vapor Pressure: 4.37E-05mmHg at 25°C
• Melting Point: 84-89 °C(lit.)
• Refractive Index: 1.505
• Boiling Point: 350.5°C at 760 mmHg
• PKA: 8.47±0.10(Predicted)
• Flash Point: 165.8°C
• PSA: 32.34000
• Density: 1.047g/cm³
• LogP: 1.26520
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 196.157563266
• Heavy Atom Count: 14
• Complexity: 194

Purity/Quality:

98%,99%, ^*data from raw suppliers

Cyclohexyl(piperazin-1-yl)methanone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C(=O)N2CCNCC2

Technology Process of 1-(Cyclohexylcarbonyl)piperazine

There total 4 articles about 1-(Cyclohexylcarbonyl)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:

tert-butyl 4-(cyclohexanecarbonyl)piperazine-1-carboxylate → 1-(cyclohexylcarbonyl)piperazine (27561-62-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 25 ℃;

DOI:10.1016/j.bmcl.2014.07.001

Reference yield:

Cyclohexanecarboxylic acid (98-89-5) → 1-(cyclohexylcarbonyl)piperazine (27561-62-2)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C

2: trifluoroacetic acid / dichloromethane / 25 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bmcl.2014.07.001

Reference yield:

cyclohexanylcarbonyl chloride (2719-27-9) → 1-(cyclohexylcarbonyl)piperazine (27561-62-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/acs.jmedchem.1c00735

upstream raw materials:

piperazine

cyclohexanylcarbonyl chloride

Cyclohexanecarboxylic acid

Downstream raw materials:

C₂₅H₂₈N₄O₃S

C₁₇H₂₃N₃O₃

[4-(4-aminophenyl)-piperazin-1-yl]cyclohexylmethanone

(4-(4-(6-chloro-2-methoxyacridin-9-ylamino)phenyl)piperazin-1-yl)(cyclohexyl)methanone

Refernces

• 1、 Wang, Ling-Xiao,Zhou, Xin-Bo,Xiao, Meng-Liang,Jiang, Ning,Liu, Feng,Zhou, Wen-Xia,Wang, Xiao-Kui,Zheng, Zhi-Bing,Li, Song. "Synthesis and biological evaluation of substituted 4-(thiophen-2-ylmethyl)- 2H-phthalazin-1-ones as potent PARP-1 inhibitors". . p. 3739 - 3743. Retrieved 2014/09/17.