1-(3-Amino-2-hydroxyphenyl)ethanone

Base Information

• Chemical Name: 1-(3-Amino-2-hydroxyphenyl)ethanone
• CAS No.: 70977-72-9
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 2922509090
• European Community (EC) Number: 676-239-5
• DSSTox Substance ID: DTXSID70332628
• Nikkaji Number: J35.852E
• Wikidata: Q72437669
• Mol file: 70977-72-9.mol

Synonyms:70977-72-9;1-(3-amino-2-hydroxyphenyl)ethanone;3'-Amino-2'-hydroxyacetophenone;3-Amino-2-Hydroxyacetophenone;3-Amino-2-hydroxy acetophenone;Ethanone, 1-(3-amino-2-hydroxyphenyl)-;1-(3-amino-2-hydroxyphenyl)ethan-1-one;MFCD03428566;1-(3-amino-2-hydroxy-phenyl)-ethanone;SCHEMBL3378787;3-AminoC2-Hydroxy Acetophenone;2'-Hydroxy-3'-aminoacetophenone;AMY8741;DTXSID70332628;AKOS006278372;AC-8264;CS-W019401;GS-3295;SB76554;SY022839;FT-0648953;A25196;EN300-202690;J-511541;3 inverted exclamation mark -Amino-2 inverted exclamation mark -hydroxyacetophenone

Chemical Property of 1-(3-Amino-2-hydroxyphenyl)ethanone

Chemical Property:

• Vapor Pressure: 0.00146mmHg at 25°C
• Melting Point: 95-96 °C
• Refractive Index: 1.613
• Boiling Point: 287.2 °C at 760 mmHg
• PKA: 9.95±0.10(Predicted)
• Flash Point: 127.5 °C
• PSA: 63.32000
• Density: 1.242 g/cm³
• LogP: 1.75820
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

1-(3-Amino-2-hydroxyphenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C(=CC=C1)N)O

Technology Process of 1-(3-Amino-2-hydroxyphenyl)ethanone

There total 8 articles about 1-(3-Amino-2-hydroxyphenyl)ethanone 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: 91.0%

1-(2-hydroxy-3-amino-5-bromophenyl)ethan-1-one (70977-85-4) → 3'-Amino-2'-hydroxyacetophenone (70977-72-9)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol; for 8h; under 15001.5 Torr; Reflux; Large scale;

Reference yield: 87.0%

3-acetamido-4-acetoxybenzenesulfonic acid (123687-02-5) → 3'-Amino-2'-hydroxyacetophenone (70977-72-9)

Guidance literature:

3-acetamido-4-acetoxybenzenesulfonic acid; With aluminum (III) chloride; In nitrobenzene; for 5h; Reflux;

With hydrogenchloride; In water; at 20 ℃; for 6h; pH=9 - 10; Cooling with ice; Reflux;

Reference yield: 87.0%

2-acetamidophenyl acetate (5467-64-1) → 3'-Amino-2'-hydroxyacetophenone (70977-72-9)

Guidance literature:

With titanium tetrachloride; In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 3h; Concentration; Catalytic behavior; Large scale;

upstream raw materials:

2-hydroxy-3-nitroacetophenone

5'-bromo-2'-hydroxy-3'-nitroacetophenone

3-acetamido-4-acetoxybenzenesulfonic acid

2-(acetylamino)phenol

Downstream raw materials:

pranlukast

3-[4-(4-phenyl-1-butoxy)benzoyl]amino-2-hydroxyacetophenone

pyridine-2-carboxylic acid (3-acetyl-2-hydroxyphenyl)-amide

N-(3-acetyl-2-hydroxyphenyl)-propionamide

Refernces

• 1、 -. "New preparation method of 3-amino-2-hydroxyphenylacetone". Paragraph 0014. . Retrieved 2017/08/29.
• 2、 -. "Novel preparation method of 3-amino-2-hydroxyacetophenone". Paragraph 0017; 0019. . Retrieved 2017/08/31.