2-(3-Methyl-5-isoxazolyl)-1-phenyl-1-ethanone

Base Information

• Chemical Name: 2-(3-Methyl-5-isoxazolyl)-1-phenyl-1-ethanone
• CAS No.: 27349-51-5
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.225
• DSSTox Substance ID: DTXSID70449644
• Wikidata: Q82269168
• Mol file: 27349-51-5.mol

Synonyms:27349-51-5;2-(3-Methyl-5-isoxazolyl)-1-phenyl-1-ethanone;2-(3-Methylisoxazol-5-yl)-1-phenylethanone;SCHEMBL3452508;DTXSID70449644;ZWJPIJSFRLSQEK-UHFFFAOYSA-N;2-(3-Methyl-5-Isoxazolyl)-1-Phenylethanone

Chemical Property of 2-(3-Methyl-5-isoxazolyl)-1-phenyl-1-ethanone

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-(3-Methyl-5-isoxazolyl)-1-phenyl-1-ethanone

There total 10 articles about 2-(3-Methyl-5-isoxazolyl)-1-phenyl-1-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: 95.0%

(E)-3-[(E)-2-(3-Methyl-isoxazol-5-yl)-1-phenyl-vinylamino]-acrylonitrile (141104-33-8) → (3-methyl-5-isoxazolyl)methyl phenyl ketone (27349-51-5)

Guidance literature:

With hydrogenchloride; In ethanol;

DOI:10.3987/COM-91-S64

Reference yield: 57.0%

3,5-dimethyl-1,2-oxazole (300-87-8) + benzonitrile (100-47-0) → (3-methyl-5-isoxazolyl)methyl phenyl ketone (27349-51-5)

Guidance literature:

3,5-dimethyl-1,2-oxazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.5h; Inert atmosphere;

benzonitrile; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; hexane; Inert atmosphere;

DOI:10.1016/j.tet.2021.132562

Reference yield:

→ (3-methyl-5-isoxazolyl)methyl phenyl ketone (27349-51-5) + bis-(dimethylamino)methane (51-80-9)

Guidance literature:

upstream raw materials:

3,5-dimethyl-1,2-oxazole

benzonitrile

(E)-3-[(E)-2-(3-Methyl-isoxazol-5-yl)-1-phenyl-vinylamino]-acrylonitrile

benzoic acid methyl ester

Downstream raw materials:

2-Methyl-6-phenyl-1,4-dihydropyridin-4-on

2-Amino-6-hydroxy-6-phenyl-2-hexen-4-on

1,3-Diphenyl-2-(3-methyl-5-isoxazolyl)-propan-1,3-dion

3-Methyl-5-(2-phenyl-1,3-dioxolan-2-yl)-methylisoxazol