1-Acetyl-4-(4-nitrophenyl)piperazine

Base Information

• Chemical Name: 1-Acetyl-4-(4-nitrophenyl)piperazine
• CAS No.: 16264-08-7
• Molecular Formula: C12H15 N3 O3
• Molecular Weight: 249.269
• Hs Code.: 2933599090
• European Community (EC) Number: 640-943-0
• DSSTox Substance ID: DTXSID30386541
• Wikidata: Q82180058
• ChEMBL ID: CHEMBL1504825
• Mol file: 16264-08-7.mol

Synonyms:16264-08-7;1-Acetyl-4-(4-nitrophenyl)piperazine;1-[4-(4-nitrophenyl)piperazin-1-yl]ethanone;1-[4-(4-Nitrophenyl)piperazin-1-yl]ethan-1-one;1-(4-(4-Nitrophenyl)piperazin-1-yl)ethanone;1-acetyl-4-(4-nitrophenyl) piperazine;1-[4-(4-Nitro-phenyl)-piperazin-1-yl]-ethanone;1-acetyl-4-{4-nitrophenyl}piperazine;1-(4-(4-Nitrophenyl)piperazin-1-yl)ethan-1-one;Ethanone, 1-[4-(4-nitrophenyl)-1-piperazinyl]-;starbld0016876;Cambridge id 5728711;Oprea1_622204;MLS000711772;SCHEMBL2074819;CHEMBL1504825;DTXSID30386541;QUZMCJMGHMRZHA-UHFFFAOYSA-N;HMS2642D13;4(4-Nitrophenyl)-1-acetylpiperazine;MFCD00248261;STK091830;4-(4-nitrophenyl)-1-acetylpiperazine;4-acetyl-1-(4-nitrophenyl)piperazine;AKOS000424017;PS-5096;SMR000281539;CS-0447633;1-[4-(4-Nitro-phenyl)-piperazinyl]-ethanone;A810396;AK-968/12120885;SR-01000478465;SR-01000478465-1

Chemical Property of 1-Acetyl-4-(4-nitrophenyl)piperazine

Chemical Property:

• PSA: 69.37000
• LogP: 1.78940
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 249.11134135
• Heavy Atom Count: 18
• Complexity: 313

Purity/Quality:

98%min ^*data from raw suppliers

1-[4-(4-Nitrophenyl)piperazin-1-yl]ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N1CCN(CC1)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 1-Acetyl-4-(4-nitrophenyl)piperazine

There total 10 articles about 1-Acetyl-4-(4-nitrophenyl)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: 96.0%

N-acetylpiperidine (13889-98-0) + para-nitrophenyl bromide (586-78-7) → 1-[4-(4-Nitro-phenyl)-piperazinyl]-ethanone (16264-08-7)

Guidance literature:

With D-myo-inositol; copper; caesium carbonate; In water; at 100 ℃;

DOI:10.1016/j.tetlet.2019.06.033

Reference yield: 92.0%

N-acetylpiperidine (13889-98-0) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → 1-[4-(4-Nitro-phenyl)-piperazinyl]-ethanone (16264-08-7)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 90 ℃; for 4h;

DOI:10.1016/j.bmc.2020.115680

Reference yield: 90.0%

1-(4-Nitrophenyl)piperazine (6269-89-2) + acetic anhydride (108-24-7) → 1-[4-(4-Nitro-phenyl)-piperazinyl]-ethanone (16264-08-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/ja00201a042

upstream raw materials:

1-(4-Nitrophenyl)piperazine

acetic anhydride

N-acetylpiperidine

4-Fluoronitrobenzene

Downstream raw materials:

1-acetyl-4-(4-aminophenyl)piperazine

2-[4-(4-Acetylpiperazin-1-yl)phenylamino]-7-amino-8-ethyl-5-oxo-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide

Refernces

• 1、 Chen, Wenteng,Liu, Shuangrong,Liu, Xingyu,Pan, Youlu,Shao, Jiaan. "Design, synthesis and SAR study of 2-aminopyrimidines with diverse Michael addition acceptors for chemically tuning the potency against EGFRL858R/T790M". . . Retrieved 2020/08/10.
• 2、 Chen, Guoliang,Chen, Yuanguang,Du, Fangyu,Fu, Yang,Wu, Ying,Zhou, Qifan. "Copper(ii)-catalyzed c-n coupling of aryl halides and n-nucleophiles promoted by quebrachitol or diethylene glycol". supporting information. p. 2161 - 2168. Retrieved 2019/11/25.