2-Acetylamino-4-chlorophenol

Base Information

• Chemical Name: 2-Acetylamino-4-chlorophenol
• CAS No.: 26488-93-7
• Molecular Formula: C8H8ClNO2
• Molecular Weight: 185.61
• Hs Code.: 2924299090
• European Community (EC) Number: 247-736-0
• NSC Number: 26186
• UNII: 6DV2XM02Z0
• DSSTox Substance ID: DTXSID5067213
• Nikkaji Number: J29.365B
• Wikidata: Q27264608
• Mol file: 26488-93-7.mol

Synonyms:N-(5-Chloro-2-hydroxyphenyl)acetamide;26488-93-7;2-Acetylamino-4-chlorophenol;Acetamide, N-(5-chloro-2-hydroxyphenyl)-;4-Chloro-2-acetamidophenol;NSC 26186;Acetanilide, 5'-chloro-2'-hydroxy-;UNII-6DV2XM02Z0;6DV2XM02Z0;EINECS 247-736-0;NSC-26186;N-(5-Chloro-2-hydroxy-phenyl)-acetamide;NSC26186;N-(5-Chloro-2-hydroxy-phenyl)acetamide;2-acetamino-4-chlorophenol;4-chloro 2-acetamidophenol;4-chloro-2-acetaminophenol;5-Chloro-2-hydroxyacetanilide;SCHEMBL1249700;DTXSID5067213;MFCD00029752;STL262666;AKOS002783641;N-(5-chloro-2-hydroxyphenyl) acetamide;N-(5-chloro-2-hydroxyphenyl)-acetamide;AS-64586;A5247;CS-0197096;FT-0661135;F19911;2-AMINO-2-CYCLOPROPYL-2-PHENYLACETICACID;AF-628/30886056;J-523114;Q27264608

Chemical Property of 2-Acetylamino-4-chlorophenol

Chemical Property:

• Vapor Pressure: 6.67E-06mmHg at 25°C
• Melting Point: 182-184°C
• Refractive Index: 1.63
• Boiling Point: 366.99 °C at 760 mmHg
• PKA: 8.82±0.48(Predicted)
• Flash Point: 175.749 °C
• PSA: 49.33000
• Density: 1.397 g/cm³
• LogP: 2.07700
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 185.0243562
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99%, ^*data from raw suppliers

2-Acetylamino-4-chlorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=CC(=C1)Cl)O

Technology Process of 2-Acetylamino-4-chlorophenol

There total 23 articles about 2-Acetylamino-4-chlorophenol 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: 95.0%

acetic anhydride (108-24-7) + 2-hydroxy-5-chloro-aniline (95-85-2) → N-(5-chloro-2-hydroxyphenyl)acetamide (26488-93-7)

Guidance literature:

In water;

DOI:10.1021/jo900267c

Reference yield: 88.0%

acetamide (60-35-5) + 2-hydroxy-5-chloro-aniline (95-85-2) → N-(5-chloro-2-hydroxyphenyl)acetamide (26488-93-7)

Guidance literature:

acetamide; With thionyl chloride; In diethyl ether;

2-hydroxy-5-chloro-aniline; for 0.00833333h; microwave irradiation;

Reference yield: 71.0%

N-(4-chlorophenoxy)acetamide → N-(5-chloro-2-hydroxyphenyl)acetamide (26488-93-7)

Guidance literature:

With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; sodium acetate; 5,6,7,8-tetrafluoro-1,2,3,4-tetrahydro-1,4-epoxynaphthalene; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere; Sealed tube; Schlenk technique;

DOI:10.1021/jacs.7b02725

upstream raw materials:

2'-amino-5'-chloroacetanilide

p-chloro-o-nitrophenol

acetic anhydride

2-hydroxy-5-chloro-aniline

Downstream raw materials:

acetic acid-[5-chloro-2-(2-diethylamino-ethoxy)-anilide]

acetic acid-(5-chloro-2-hydroxy-3-nitro-anilide)

2-acetylamino-6-benzoyl-4-chlorophenol

2-acetylamino-4-chloro-6-(4-chlorobenzoyl)phenol

Refernces

• 1、 Dziwornu, Godwin Akpeko,Coertzen, Dina,Leshabane, Meta,Korkor, Constance M.,Cloete, Cleavon K.,Njoroge, Mathew,Gibhard, Liezl,Lawrence, Nina,Reader, Janette,Van Der Watt, Mari?tte,Wittlin, Sergio,Birkholtz, Lyn-Marie,Chibale, Kelly. "Antimalarial Benzimidazole Derivatives Incorporating Phenolic Mannich Base Side Chains Inhibit Microtubule and Hemozoin Formation: Structure-Activity Relationship and in Vivo Oral Efficacy Studies". . p. 5198 - 5215. Retrieved 2021/05/06.
• 2、 Wang, Xiaoming,Gensch, Tobias,Lerchen, Andreas,Daniliuc, Constantin G.,Glorius, Frank. "Cp?Rh(III)/Bicyclic Olefin Cocatalyzed C-H Bond Amidation by Intramolecular Amide Transfer". supporting information. p. 6506 - 6512. Retrieved 2017/05/17.