N-(3-Acetyl-4-hydroxyphenyl)acetamide

Base Information

• Chemical Name: N-(3-Acetyl-4-hydroxyphenyl)acetamide
• CAS No.: 7298-67-1
• Molecular Formula: C10H11NO3
• Molecular Weight: 193.202
• Hs Code.: 2924299090
• European Community (EC) Number: 230-735-4
• DSSTox Substance ID: DTXSID00223257
• Nikkaji Number: J212.293F
• Wikidata: Q72435282
• Mol file: 7298-67-1.mol

Synonyms:N-(3-Acetyl-4-hydroxyphenyl)acetamide;7298-67-1;N1-(3-Acetyl-4-hydroxyphenyl)acetamide;MFCD00100490;N-(3-Acetyl-4-hydroxy-phenyl)acetamide;Acetamide, N-(3-acetyl-4-hydroxyphenyl)-;EINECS 230-735-4;5'-Acetamido-2'-hydroxyacetophenone;SCHEMBL925741;AMY641;3'-Acetyl-4'-hydroxyacetanilide;5-acetamido-2-hydroxyacetophenone;DTXSID00223257;5-acetamido-2-hydroxy-acetophenone;BBL028201;STK858314;AKOS000276062;N-(3-acetyl-4-hydroxyphenyl)-acetamide;N-(3-acetyl-4-hydroxy-phenyl)-acetamide;SY024433;TS-02736;CS-0154123;FT-0646509;EN300-36833;A934982;J-523369;F1037-0359

Chemical Property of N-(3-Acetyl-4-hydroxyphenyl)acetamide

Chemical Property:

• Vapor Pressure: 1.86E-07mmHg at 25°C
• Melting Point: 167-168 °C
• Refractive Index: 1.603
• Boiling Point: 414.4°C at 760 mmHg
• PKA: 10.11±0.18(Predicted)
• Flash Point: 204.4°C
• PSA: 66.40000
• Density: 1.267g/cm³
• LogP: 1.62620
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 193.07389321
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

N-(3-Acetyl-4-hydroxyphenyl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C=CC(=C1)NC(=O)C)O
• Uses: N-(3-Acetyl-4-hydroxyphenyl)acetamide is a useful synthetic intermediate in the synthesis of rac Diacetolol (D305200); the principal metabolite of Acebutolol (A123800) with less β-adrenoceptor blocking potency but greater cardioselectivity (atrial relative to tracheal tissue).

Technology Process of N-(3-Acetyl-4-hydroxyphenyl)acetamide

There total 21 articles about N-(3-Acetyl-4-hydroxyphenyl)acetamide 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: 89.0%

4-acetoxyacetanilide (2623-33-8) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Guidance literature:

With aluminum (III) chloride; sodium chloride; at 20 - 130 ℃; for 5h;

DOI:10.1002/hlca.201900116

Reference yield: 81.5%

4-acetaminophenol (103-90-2,8055-08-1) + acetyl chloride (75-36-5) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Guidance literature:

With aluminum (III) chloride; In nitrobenzene; at 130 ℃; for 3.5h;

DOI:10.1248/cpb.c15-00454

Reference yield: 67.0%

→ 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Guidance literature:

upstream raw materials:

Acetyl bromide

4-ethoxyacetanilide

4-acetoxyacetanilide

acetyl chloride

Downstream raw materials:

1-phenyl-3-(2'-hydroxy-5'-acetamidophenyl)-1,3-propanedione

5′-acetamino-2′-hydroxychalcone

5-Acetamino-2-(2-acetoxy-ethoxy)-acetophenon

5-amino-2-hydroxyacetophenone hydrochloride

Refernces

• 1、 -. "Method for diacetate intermediate 5 - acetamide group -2 - (2, 3 - epoxypropoxy) acetophenone". Paragraph 0022; 0026-0027; 0029-0030; 0032-0033; 0035-0036... . Retrieved 2021/11/14.
• 2、 Abdu-Allah, Hajjaj H. M.,Boshra, Andrew N.,Hayallah, Alaa M.,Mohammed, Anber F.. "Click chemistry synthesis, biological evaluation and docking study of some novel 2′-hydroxychalcone-triazole hybrids as potent anti-inflammatory agents". . . Retrieved 2020/01/06.