1-(3-Amino-2-hydroxy-5-methylphenyl)-2,2,2-trifluoroethan-1-one

Base Information

• Chemical Name: 1-(3-Amino-2-hydroxy-5-methylphenyl)-2,2,2-trifluoroethan-1-one
• CAS No.: 70977-83-2
• Molecular Formula: C9H8F3NO2
• Molecular Weight: 219.163
• DSSTox Substance ID: DTXSID50544646
• Wikidata: Q82421835
• Mol file: 70977-83-2.mol

Synonyms:70977-83-2;DTXSID50544646;1-(3-Amino-2-hydroxy-5-methylphenyl)-2,2,2-trifluoroethan-1-one;1-(3-Amino-2-hydroxy-5-methylphenyl)-2,2,2-trifluoroethanone

Chemical Property of 1-(3-Amino-2-hydroxy-5-methylphenyl)-2,2,2-trifluoroethan-1-one

Chemical Property:

• PSA: 63.32000
• LogP: 2.60900
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 219.05071298
• Heavy Atom Count: 15
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)N)O)C(=O)C(F)(F)F

Technology Process of 1-(3-Amino-2-hydroxy-5-methylphenyl)-2,2,2-trifluoroethan-1-one

There total 3 articles about 1-(3-Amino-2-hydroxy-5-methylphenyl)-2,2,2-trifluoroethan-1-one 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: 57.0%

2-Hydroxy-5-methyl-3-nitrotrifluoroacetophenon (70978-48-2) → 3-Amino-2-hydroxy-5-methyl-trifluoracetophenon (70977-83-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00154a019

Reference yield:

2,2,2-trifluoromethyl-1-(2-hydroxy-5-methylphenyl)ethan-1-one (70978-57-3) → 3-Amino-2-hydroxy-5-methyl-trifluoracetophenon (70977-83-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 44 percent / conc. HNO₃, conc. H₂SO₄ / -20 °C

2: 57 percent / H₂ / 5percent Pd/C / ethanol

With sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00154a019

Reference yield:

4-methylphenyl trifluoroacetate (1813-29-2) → 3-Amino-2-hydroxy-5-methyl-trifluoracetophenon (70977-83-2)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) AlCl₃, CS₂, (ii) /BRN= 3595638/, aq. NH₃

2: nitric acid; acetic acid / dichloromethane

3: hydrogen / platinum on activated charcoal / ethanol

With hydrogen; nitric acid; acetic acid; platinum on activated charcoal; In ethanol; dichloromethane;

upstream raw materials:

2-Hydroxy-5-methyl-3-nitrotrifluoroacetophenon

2,2,2-trifluoromethyl-1-(2-hydroxy-5-methylphenyl)ethan-1-one

4-methylphenyl trifluoroacetate

Downstream raw materials:

1-(4-methoxy-benzyl)-1H-tetrazole-5-carboxylic acid 2-hydroxy-5-methyl-3-trifluoroacetyl-anilide