1-(5-Amino-2-hydroxyphenyl)ethanone

Base Information

• Chemical Name: 1-(5-Amino-2-hydroxyphenyl)ethanone
• CAS No.: 50-80-6
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID20379462
• Nikkaji Number: J79.424D
• Wikidata: Q82169285
• Mol file: 50-80-6.mol

Synonyms:1-(5-amino-2-hydroxyphenyl)ethanone;50-80-6;5'-AMINO-2'-HYDROXYACETOPHENONE;1-(5-amino-2-hydroxyphenyl)ethan-1-one;MFCD00100397;1-(5-amino-2-hydroxy-phenyl)-ethanone;5-amino-2-hydroxyacetophenone;Ethanone, 1-(5-amino-2-hydroxyphenyl)-;SCHEMBL3373646;DTXSID20379462;SXLHPBDGZHWKSX-UHFFFAOYSA-N;BCP33687;BBL028200;STK936287;AKOS005665772;CS-W006911;SB76605;1- (5-Amino-2-hydroxy-phenyl)-ethanone;TS-01989;AM20040571;FT-0738044;F50472

Chemical Property of 1-(5-Amino-2-hydroxyphenyl)ethanone

Chemical Property:

• Melting Point: 121–122°C
• Boiling Point: 335.4±27.0 °C(Predicted)
• PKA: 10.42±0.18(Predicted)
• PSA: 63.32000
• Density: 1.242±0.06 g/cm3(Predicted)
• LogP: 1.75820
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.3
• 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:

99%, ^*data from raw suppliers

1-(5-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-(5-Amino-2-hydroxyphenyl)ethanone

There total 14 articles about 1-(5-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: 99.0%

5-acetamido-2-hydroxyacetophenone (7298-67-1) → 5-amino-2-hydroxyacetophenone (50-80-6)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jm00099a028

Reference yield:

1-(2-hydroxy-5-nitrophenyl)ethanone (1450-76-6) → 5-amino-2-hydroxyacetophenone (50-80-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; for 2h; under 2068.6 Torr;

DOI:10.1021/jm00046a020

Reference yield:

o-hydroxyacetophenone (118-93-4,104809-67-8) → 5-amino-2-hydroxyacetophenone (50-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 33 percent / nitric acid, glacial acetic acid / 1.) RT, 40 min, 2.) from 45 to 50 deg C, 16 h

2: hydrogen / 5percent Pd/C / tetrahydrofuran / 2 h / 2068.6 Torr

With hydrogen; nitric acid; acetic acid; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1021/jm00046a020

upstream raw materials:

5-acetamido-2-hydroxyacetophenone

3-Nitroacetophenone

1-(2-hydroxy-5-nitrophenyl)ethanone

o-hydroxyacetophenone

Downstream raw materials:

1-[2-hydroxy-5-(4-hydroxy-benzylidenamino)-phenyl]-ethanone

N-(3-acetyl-4-hydroxyphenyl)methanesulfonamide

(3-Acetyl-4-hydroxy-phenyl)-carbamic acid propyl ester

5-acetamido-2-hydroxyacetophenone

Refernces

• 1、 Bano, Mohsina,Barot, Kuldipsinh P.,Jain, Shailesh V.,Ghate, Manjunath D.. "Identification of 3-hydroxy-4[3,4-dihydro-3-oxo-2H-1,4-benzoxazin-4-yl]-2,2-dimethyldihydro-2H-benzopyran derivatives as potassium channel activators and anti-inflammatory agents". . p. 3008 - 3020. Retrieved 2015/03/18.
• 2、 -. "N-SULFAMOYL-N’-BENZOPYRANPIPERIDINES AS INHBITORS OF CARBONIC ANHYDRASES". Page/Page column 16. . Retrieved 2008/06/13.