3-Isoxazolecarboxamide, N-(2,6-dimethylphenyl)-5-(fluoromethyl)-

Base Information

• Chemical Name: 3-Isoxazolecarboxamide, N-(2,6-dimethylphenyl)-5-(fluoromethyl)-
• CAS No.: 139297-39-5
• Molecular Formula: C13H13FN2O2
• Molecular Weight: 248.2529
• DSSTox Substance ID: DTXSID80160999
• Nikkaji Number: J517.252G
• Wikidata: Q83029362
• Mol file: 139297-39-5.mol

Synonyms:BRN 5853003;3-Isoxazolecarboxamide, N-(2,6-dimethylphenyl)-5-(fluoromethyl)-;139297-39-5;N-(2,6-Dimethylphenyl)-5-(fluoromethyl)-3-isoxazolecarboxamide;SCHEMBL9136302;DTXSID80160999;LS-86546;5-(Fluoromethyl)-N-(2,6-dimethylphenyl)isoxazole-3-carboxamide

Chemical Property of 3-Isoxazolecarboxamide, N-(2,6-dimethylphenyl)-5-(fluoromethyl)-

Chemical Property:

• Vapor Pressure: 0.000237mmHg at 25°C
• Boiling Point: 325°Cat760mmHg
• PKA: 11.05±0.70(Predicted)
• Flash Point: 150.4°C
• PSA: 55.13000
• Density: 1.249g/cm³
• LogP: 3.08620
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 248.09610582
• Heavy Atom Count: 18
• Complexity: 291

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)NC(=O)C2=NOC(=C2)CF

Technology Process of 3-Isoxazolecarboxamide, N-(2,6-dimethylphenyl)-5-(fluoromethyl)-

There total 8 articles about 3-Isoxazolecarboxamide, N-(2,6-dimethylphenyl)-5-(fluoromethyl)- 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: 53.0%

5-fluoromethyl-3-isoxazolecarboxylic acid (145441-16-3) + 2,6-dimethylaniline (87-62-7) → N-(2,6-dimethylphenyl)-5-fluoromethyl-3-isoxazolecarboxamide (139297-39-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; for 16h; Ambient temperature;

DOI:10.1016/0223-5234(92)90137-P

Reference yield: 40.0%

D3017 (130403-18-8) → N-(2,6-dimethylphenyl)-5-fluoromethyl-3-isoxazolecarboxamide (139297-39-5)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at -65 - 20 ℃; for 1h;

DOI:10.1016/0223-5234(92)90137-P

Reference yield:

ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate (123770-62-7) → N-(2,6-dimethylphenyl)-5-fluoromethyl-3-isoxazolecarboxamide (139297-39-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 10percent aq. NaOH / ethanol / Ambient temperature

2: conc. H₂SO₄ / acetic acid

3: 1.) POCl₃, 2.) Et₃N / 1.) THF, 0 deg C, 2.) THF, RT, 12 h

4: 75 percent / 20percent NH₄OH / methanol / 12 h / Ambient temperature

5: 40 percent / diethylaminosulfur trifluoride (DAST) / CH₂Cl₂ / 1 h / -65 - 20 °C

With ammonium hydroxide; sodium hydroxide; diethylamino-sulfur trifluoride; sulfuric acid; triethylamine; trichlorophosphate; In methanol; ethanol; dichloromethane; acetic acid;

DOI:10.1016/0223-5234(92)90137-P

upstream raw materials:

D₃₀₁₇

5-fluoromethyl-3-isoxazolecarboxylic acid

2,6-dimethylaniline

5-(hydroxymethyl)-1,2-oxazole-3-carboxylic acid