N-Butyryl-N'-cinnamyl-piperazine

Base Information

• Chemical Name: N-Butyryl-N'-cinnamyl-piperazine
• CAS No.: 17719-89-0
• Molecular Formula: C17H24N2O
• Molecular Weight: 272.39
• UNII: J735KL8O54
• Nikkaji Number: J315.526I
• Wikipedia: Bucinnazine
• Wikidata: Q27281287
• Mol file: 17719-89-0.mol

Synonyms:1-(1-oxobutyl)-4-(3-phenyl-2-propenyl)piperazine hydrochloride;1-N-butyryl-4-cinnamylpiperazine;1-N-butyryl-4-cinnamylpiperazine hydrochloride;AP 237;AP-237;BUCINNAZINE HYDROCHLORIDE

Chemical Property of N-Butyryl-N'-cinnamyl-piperazine

Chemical Property:

• Boiling Point: 184 - 185 °C (0.2 mmHg)
• PKA: 6.78±0.10(Predicted)
• PSA: 23.55000
• Density: 1.050±0.06 g/cm3(Predicted)
• LogP: 2.51990
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 272.188863393
• Heavy Atom Count: 20
• Complexity: 313

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)N1CCN(CC1)CC=CC2=CC=CC=C2
• Isomeric SMILES: CCCC(=O)N1CCN(CC1)C/C=C/C2=CC=CC=C2

Technology Process of N-Butyryl-N'-cinnamyl-piperazine

There total 5 articles about N-Butyryl-N'-cinnamyl-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: 65.0%

trans-1-cinnamylpiperazine (18903-01-0,114312-65-1,87179-40-6) + butyryl chloride (141-75-3) → 1-Butyryl-4-cinnamylpiperazine (17719-89-0)

Guidance literature:

With sodium hydrogencarbonate; In benzene;

DOI:10.1135/cccc19820636

Reference yield:

thiobutyric acid S-pyridin-2-yl ester (19337-34-9) + 1-(3-phenyl-2-propenyl)piperazine (18903-01-0,87179-40-6,114312-65-1) → 1-(4-cinnamylpiperazin-1-yl)butan-1-one (17719-89-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; at 20 ℃; for 16h; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.202005261

Reference yield:

trans-3-phenylprop-2-enyl chloride (21087-29-6) → 1-Butyryl-4-cinnamylpiperazine (17719-89-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 62 percent / 3 h / 90 °C

2: 75 percent / KOH / ethanol / 3.5 h / Heating

3: 65 percent / NaHCO₃ / benzene

With potassium hydroxide; sodium hydrogencarbonate; In ethanol; benzene;

DOI:10.1135/cccc19820636

upstream raw materials:

thiobutyric acid S-pyridin-2-yl ester

1-(3-phenyl-2-propenyl)piperazine

trans-1-cinnamylpiperazine

butyryl chloride