4-Aminophenyl acetate

Base Information

• Chemical Name: 4-Aminophenyl acetate
• CAS No.: 13871-68-6
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 2922199090
• European Community (EC) Number: 850-913-0
• DSSTox Substance ID: DTXSID8065668
• Nikkaji Number: J270.062J
• Wikidata: Q81992314
• ChEMBL ID: CHEMBL40426
• Mol file: 13871-68-6.mol

Synonyms:4-aminophenyl acetate;13871-68-6;4-Acetoxyaniline;(4-aminophenyl) acetate;Phenol, 4-amino-, acetate (ester);4-aminophenylacetate;Phenol, 4-amino-, 1-acetate;Acetic acid 4-amino-phenyl ester;4-Aminophenyl acetate hydrochloride;MFCD08691414;PHENOL, 4-AMINO-,1-ACETATE;CHEMBL40426;SCHEMBL222240;Acetic acid 4-aminophenyl ester;DTXSID8065668;CS-M2732;AC1885;ZB0503;AKOS022634636;CS-14797;SY233693

Chemical Property of 4-Aminophenyl acetate

Chemical Property:

• Vapor Pressure: 2.59E-05mmHg at 25°C
• Melting Point: 201 °C (dec.)(lit.)
• Boiling Point: 275.9 °C at 760 mmHg
• PKA: 4.05±0.10(Predicted)
• Flash Point: 135.8 °C
• PSA: 63.32000
• Density: 1.168g/cm³
• LogP: 1.47710
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

4-Acetoxyaniline ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)N
• Uses: 4-Acetoxyaniline is an intermediate in the synthesis of 2,3-Dehydro Ketoconazole (D229700). 2,3-Dehydro Ketoconazole (Ketoconazole EP Impurity A) is a Ketoconazole (K186000) impurity.

Technology Process of 4-Aminophenyl acetate

There total 23 articles about 4-Aminophenyl acetate 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-amino-phenol (123-30-8) + acetic acid (64-19-7,77671-22-8) → p-aminophenyl acetate (13871-68-6)

Guidance literature:

With 50wtpercent Cs_2.5H_0.5PW₁₂O₄₀ supported on MCM-41; In acetonitrile; at 50 ℃; for 0.5h;

DOI:10.1007/s12039-012-0291-8

Reference yield: 93.0%

4-(benzylamino)phenyl acetate → p-aminophenyl acetate (13871-68-6)

Guidance literature:

With ammonium formate; magnesium; In ethylene glycol; for 0.0333333h; microwave irradiation;

Reference yield: 92.0%

p-acetoxyphenyl azide → p-aminophenyl acetate (13871-68-6)

Guidance literature:

With aluminium(III) iodide; In benzene; for 0.166667h; Heating;

upstream raw materials:

acetic acid-(4-benzylidenamino-phenyl ester)

4-nitrophenol acetate

4-amino-phenol

2,2'-bipyridyl-6-yl acetate

Downstream raw materials:

1-acetoxy-4-[bis-(2-hydroxy-ethyl)-amino]-benzene

3-(4-acetoxy-phenyl)-5-prop-2-ynyloxymethyl-oxazolidin-2-one

N-Isopropyl-N'-<4-acetoxyphenyl>-thioharnstoff

Acetic acid 4-((3aR,4R,8R,8aR)-4,8-dihydroxy-2,2-dimethyl-hexahydro-1,3-dioxa-6-aza-azulen-6-yl)-phenyl ester

Refernces

• 1、 Kamal, Ahmed,Reddy, D. Rajasekhar,Reddy, P. S. Murali Mohan,Rajendar. "Synthesis and DNA-binding ability of pyrrolo[2,1-c][1,4]benzodiazepine- azepane conjugates". . p. 1160 - 1163. Retrieved 2006.
• 2、 Du, Jialei,Chen, Jie,Xia, Hehuan,Zhao, Yiwei,Wang, Fang,Liu, Hong,Zhou, Weijia,Wang, Bin. "Commercially Available CuO Catalyzed Hydrogenation of Nitroarenes Using Ammonia Borane as a Hydrogen Source". . p. 2426 - 2430. Retrieved 2020/03/30.