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

Base Information

• Chemical Name: 3-Isoxazolecarboxamide, N-(2,6-dimethylphenyl)-5-(hydroxymethyl)-
• CAS No.: 130403-18-8
• Molecular Formula: C13H14 N2 O3
• Molecular Weight: 246.2619
• UNII: 527HOM1DFY
• DSSTox Substance ID: DTXSID90156525
• Nikkaji Number: J517.244F
• Wikidata: Q83024597
• Mol file: 130403-18-8.mol

Synonyms:BRN 5853002;527HOM1DFY;3-Isoxazolecarboxamide, N-(2,6-dimethylphenyl)-5-(hydroxymethyl)-;D-3017;UNII-527HOM1DFY;N-(2,6-Dimethylphenyl)-5-(hydroxymethyl)-3-isoxazolecarboxamide;130403-18-8;SCHEMBL9133800;DTXSID90156525;LS-86548;D3017;D 3017

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

Chemical Property:

• Vapor Pressure: 5.56E-06mmHg at 25°C
• Boiling Point: 365.4°C at 760 mmHg
• Flash Point: 174.8°C
• Density: 1.291g/cm³
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 246.10044231
• Heavy Atom Count: 18
• Complexity: 288

Purity/Quality:

99%min ^*data from raw suppliers

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)CO

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

There total 5 articles about 3-Isoxazolecarboxamide, N-(2,6-dimethylphenyl)-5-(hydroxymethyl)- 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: 75.0%

3-(2,6-dimethyl phenyl carbamoyl)-5-acetoxymethyl isoxazole (130403-23-5) → D3017 (130403-18-8)

Guidance literature:

With ammonium hydroxide; In methanol; for 12h; Ambient temperature;

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

Reference yield: 40.0%

→ D3017 (130403-18-8)

Guidance literature:

Reference yield:

ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate (123770-62-7) → D3017 (130403-18-8)

Guidance literature:

Multi-step reaction with 4 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

With ammonium hydroxide; sodium hydroxide; sulfuric acid; triethylamine; trichlorophosphate; In methanol; ethanol; acetic acid;

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

upstream raw materials:

3-(2,6-dimethyl phenyl carbamoyl)-5-acetoxymethyl isoxazole

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

ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate

5-acetoxymethyl isoxazole 3-carboxylic acid

Downstream raw materials:

N-(2,6-dimethylphenyl)-5-benzoyloxymethyl-3-isoxazolecarboxamide

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

Refernces

• 1、 -. "Novel isoxazole and isoxazoline compounds with anticonvulsant activity process for their preparation and therapeutic composition containing them". . . Retrieved 2008/06/13.