5-Amino-2,4-difluorophenol

Base Information

• Chemical Name: 5-Amino-2,4-difluorophenol
• CAS No.: 113512-71-3
• Molecular Formula: C6H5F2NO
• Molecular Weight: 145.109
• Hs Code.: 2922299090
• European Community (EC) Number: 802-531-0
• DSSTox Substance ID: DTXSID80382396
• Wikidata: Q82173738
• Mol file: 113512-71-3.mol

Synonyms:5-amino-2,4-difluorophenol;113512-71-3;5-Amino-2,4-difluorobenzenol;Phenol, 5-amino-2,4-difluoro-;2,4-Difluoro-5-hydroxyaniline;2,4-difluoro-5-aminophenol;SCHEMBL938014;2,4-difluoro-5-amino-phenol;DTXSID80382396;CXADAFQCFSVRGN-UHFFFAOYSA-N;MFCD04973718;AKOS005069802;CS-W007272;SB75452;5-amino-2,4-difluorophenol, AldrichCPR;EN300-213499;W18342;1R-1506;A894357;J-516676;Z1201623111

Chemical Property of 5-Amino-2,4-difluorophenol

Chemical Property:

• Melting Point: 189-190°C
• Boiling Point: 246.5±35.0 °C(Predicted)
• PKA: 8.79±0.23(Predicted)
• PSA: 46.25000
• Density: 1.472±0.06 g/cm3(Predicted)
• LogP: 1.83380
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 145.03392011
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

98%min ^*data from raw suppliers

5-Amino-2,4-difluorophenol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1O)F)F)N

Technology Process of 5-Amino-2,4-difluorophenol

There total 6 articles about 5-Amino-2,4-difluorophenol 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: 96.0%

2,4-difluoro-5-nitrophenol (113512-57-5) → 2,4-difluoro-5-hydroxyaniline (113512-71-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 50 - 60 ℃; for 27h;

DOI:10.1055/s-1997-1379

Reference yield: 85.0%

2,4-difluoro-5-methoxycarbonyloxyaniline → 2,4-difluoro-5-hydroxyaniline (113512-71-3)

Guidance literature:

With ammonia; In ethanol;

Reference yield:

2,4-difluorophenol (367-27-1) → 2,4-difluoro-5-hydroxyaniline (113512-71-3)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 2 h / 10 - 20 °C

2: HNO₃, H₂SO₄ / 1 h / 10 - 20 °C

3: NaHCO₃, methanol / 16 h / Ambient temperature

4: 96 percent / H₂ / 10percent Pd/C / ethyl acetate / 27 h / 50 - 60 °C

With methanol; sulfuric acid; hydrogen; nitric acid; sodium hydrogencarbonate; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1055/s-1997-1379

upstream raw materials:

2,4-difluoro-5-nitrophenol

2,4-difluorophenol

2,4-difluorophenyl ethyl carbonate

Downstream raw materials:

5-amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-4H-1-benzopyran-4-one

6,8-Difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-4H-1-benzopyran-4-one

2,4-difluoro-5-pivaloylamino-O-(2-tetrahydropyranyl)phenol

ethyl 3,5-difluoro-6-(N-pivaloylamino)-2-(2-tetrahydropyranyloxy)benzoate

Refernces

• 1、 -. "METHODS AND COMPOSITIONS FOR THE TREATMENT OF MYELOPROLIFERATIVE DISEASES AND OTHER PROLIFERATIVE DISEASES". Paragraph 00225. . Retrieved 2013/03/26.
• 2、 -. "Quinazoline derivatives as VEGF inhibitors". . . Retrieved 2008/06/13.