1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine

Base Information

• Chemical Name: 1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine
• CAS No.: 74853-08-0
• Molecular Formula: C16H19N3O
• Molecular Weight: 269.346
• Hs Code.: 2933599090
• European Community (EC) Number: 616-147-4
• DSSTox Substance ID: DTXSID00436961
• Nikkaji Number: J1.147.127G
• Wikidata: Q72440643
• Mol file: 74853-08-0.mol

Synonyms:1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine;74853-08-0;4-[4-(4-aminophenyl)piperazin-1-yl]phenol;4-[4-(4-aminophenyl)-1-piperazinyl]phenol;4-(4-(4-aminophenyl)piperazin-1-yl)phenol;MFCD02093082;4-[4-(4-Aminophenyl)-1-piperazinyl]phendiamineol;1-(4-Aminophenyl)-4-(4-hydroxyphenyl)- piperazine;Posazonazole Intermediate 1;Phenol, 4-[4-(4-aminophenyl)-1-piperazinyl]-;SCHEMBL3055201;AMY3363;DTXSID00436961;WZIJMPVPOMTRNM-UHFFFAOYSA-N;BCP11803;AKOS015902858;AC-8323;CS-W020369;4-[4-(4-Aminophenyl)piperazino]phenol;DS-13678;SY047656;FT-0659398;Phenol,4-[4-(4-aMinophenyl)-1-piperazinyl]-;A1-01687

Chemical Property of 1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.662
• Boiling Point: 532.786 °C at 760 mmHg
• PKA: 12.18±0.30(Predicted)
• Flash Point: 276.02 °C
• PSA: 52.73000
• Density: 1.237 g/cm³
• LogP: 3.01220
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 269.152812238
• Heavy Atom Count: 20
• Complexity: 288

Purity/Quality:

99% ^*data from raw suppliers

4-[4-(4-Aminophenyl)-1-piperazinyl]phendiamineol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1C2=CC=C(C=C2)N)C3=CC=C(C=C3)O

Technology Process of 1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine

There total 19 articles about 1-(4-Aminophenyl)-4-(4-hydroxyphenyl)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: 94.0%

4-[4-(4-benzyloxy-phenyl)-piperazin-1-yl]-phenylamine (184177-84-2) → 1-(4-aminophenyl)-4-(4-hydroxyphenyl)piperazine (74853-08-0)

Guidance literature:

palladium on activated charcoal; In tetrahydrofuran; water; at 70 ℃; for 40h; under 4137.18 Torr;

DOI:10.1016/S0040-4039(02)00556-7

Reference yield: 88.0%

N-(4-Hydroxyphenyl)-N'-(4'-nitrophenyl)-piperazine (112559-81-6) → 1-(4-aminophenyl)-4-(4-hydroxyphenyl)piperazine (74853-08-0)

Guidance literature:

With sodium hypophosphite; 5%-palladium/activated carbon; In 2-methoxy-ethanol; water; at 70 - 80 ℃; for 2 - 2.5h;

Reference yield: 85.7%

4-[4-(4-methoxy-phenyl)-piperazin-1-yl]-phenylamine (74852-62-3) → 1-(4-aminophenyl)-4-(4-hydroxyphenyl)piperazine (74853-08-0)

Guidance literature:

With Cyclohexyl iodide; In N,N-dimethyl-formamide; at 82 - 85 ℃; for 3h;

upstream raw materials:

4-[4-(4-methoxy-phenyl)-piperazin-1-yl]-phenylamine

N-(4-Hydroxyphenyl)-N'-(4'-nitrophenyl)-piperazine

1-(4-benzyloxy-phenyl)-4-(4-nitro-phenyl)-piperazine

4-[4-(4-benzyloxy-phenyl)-piperazin-1-yl]-phenylamine

Downstream raw materials:

2-[(1S,2S)-1-ethyl-2-benzyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)piperazin-1-yl]phenyl]-3H-1,2,4-triazol-3-one

4-(4-(4-(4-(((3R,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methoxy)phenyl)piperazin-1-yl)phenyl)-1-((2S,3S)-2-(benzyloxy)pentan-3-yl)-1H-1,2,4-triazol-5(4H)-one

phenyl N-(4-(4-(4-hydroxyphenyl)-1-piperazinyl)phenyl)carbamate

Refernces

• 1、 -. "Preparation method of posaconazole intermediate 1-(4-aminophenyl)-4-(4-hydroxylphenyl)piperazine". Paragraph 0038-0041. . Retrieved 2020/07/15.
• 2、 -. "PROCESS FOR PREPARING N-(4-HYDROXYPHENYL)-N'-(4'-AMINOPHENYL)-PIPERAZINE". Page/Page column 4. . Retrieved 2008/06/13.