3,5-Dimethyl-4-[3-(3-methyl-1,2-oxazol-5-yl)propoxy]benzonitrile

Base Information

• Chemical Name: 3,5-Dimethyl-4-[3-(3-methyl-1,2-oxazol-5-yl)propoxy]benzonitrile
• CAS No.: 130226-18-5
• Molecular Formula: C16H18N2O2
• Molecular Weight: 270.331
• ChEMBL ID: CHEMBL5023385
• DSSTox Substance ID: DTXSID50566464
• Wikidata: Q82452081
• Mol file: 130226-18-5.mol

Synonyms:130226-18-5;3,5-dimethyl-4-[3-(3-methylisoxazol-5-yl)propoxy]benzonitrile;3,5-dimethyl-4-[3-(3-methyl-1,2-oxazol-5-yl)propoxy]benzonitrile;3,5-Dimethyl-4-[3-(3-methyl-5-isoxazolyl)propoxy]-benzonitrile;Benzonitrile, 3,5-dimethyl-4-[3-(3-methyl-5-isoxazolyl)propoxy]-;3,5-dimethyl-4-(3-(3-methylisoxazol-5-yl)propoxy)benzonitrile;SCHEMBL8128286;CHEMBL5023385;DTXSID50566464;AKOS015957859;EN300-235339;F2145-0479

Chemical Property of 3,5-Dimethyl-4-[3-(3-methyl-1,2-oxazol-5-yl)propoxy]benzonitrile

Chemical Property:

• Melting Point: 55-57°C
• PSA: 59.05000
• LogP: 3.48308
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 270.136827821
• Heavy Atom Count: 20
• Complexity: 340

Purity/Quality:

NLT 98% ^*data from raw suppliers

3,5-Dimethyl-4-[3-(3-methyl-5-isoxazolyl)propoxy]-benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1OCCCC2=CC(=NO2)C)C)C#N
• Uses: Intermediate in the preparation of antiviral Pleconaril (P580350).

Technology Process of 3,5-Dimethyl-4-[3-(3-methyl-1,2-oxazol-5-yl)propoxy]benzonitrile

There total 2 articles about 3,5-Dimethyl-4-[3-(3-methyl-1,2-oxazol-5-yl)propoxy]benzonitrile 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: 94.1%

3,5-dimethyl-4-hydroxybenzonitrile (4198-90-7) + 3-(3-methylisoxazol-5-yl)propyl chloride (130800-76-9) → 3,5-dimethyl-4-<<3-(3-methyl-5-isoxazolyl)propyl>oxy>benzonitrile (130226-18-5)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; potassium carbonate; potassium iodide; at 60 ℃; for 18h;

DOI:10.1021/jm00074a004

Reference yield:

silicon dioxide hydrate (23382-09-4,10279-57-9,98759-73-0) + 3,5-dimethyl-4-hydroxybenzonitrile (4198-90-7) → 3,5-dimethyl-4-<<3-(3-methyl-5-isoxazolyl)propyl>oxy>benzonitrile (130226-18-5)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; potassium iodide; potassium carbonate; In ethyl acetate;

Reference yield: 89.0%

3,5-dimethyl-4-<<3-(3-methyl-5-isoxazolyl)propyl>oxy>benzonitrile (130226-18-5) → 5-<3,5-dimethyl-4-<<3-(3-methyl-5-isoxazolyl)propyl>oxy>phenyl>-2H-tetrazole (152775-44-5)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; sodium azide; tetraethylammonium chloride; at 150 ℃; for 5h;

DOI:10.1021/jm00074a004

upstream raw materials:

3,5-dimethyl-4-hydroxybenzonitrile

3-(3-methylisoxazol-5-yl)propyl chloride

silicon dioxide hydrate

Downstream raw materials:

5-<3,5-dimethyl-4-<<3-(3-methyl-5-isoxazolyl)propyl>oxy>phenyl>-2H-tetrazole

3,5-dimethyl-4-[3-(3-methylisoxazol-5-yl)propyloxy]benzamide

N-hydroxy-3,5-dimethyl-4-<<3-(3-methyl-5-isoxazolyl)propyl>oxy>benzenecarboxamide imine

Refernces

• 1、 Diana,Volkots,Nitz,Bailey,Long,Vescio,Aldous,Pevear,Dutko. "Oxadiazoles as ester bioisosteric replacements in compounds related to disoxaril. Antirhinovirus activity". . p. 2421 - 2436. Retrieved 2007/10/02.
• 2、 Diana, Guy D.,Cutcliffe, David,Volkots, Deborah L.,Mallamo, John P.,Bailey, Thomas R.,et al.. "Antipicornavirus Activity of Tetrazole Analogues Related to Disoxaril". . p. 3240 - 3250. Retrieved 2007/10/02.