5-(Naphthalen-2-yl)-1,3-oxazole

Base Information

• Chemical Name: 5-(Naphthalen-2-yl)-1,3-oxazole
• CAS No.: 143659-20-5
• Molecular Formula: C13H9 N O
• Molecular Weight: 195.221
• Hs Code.: 2934999090
• ChEMBL ID: CHEMBL193653
• DSSTox Substance ID: DTXSID10460853
• Nikkaji Number: J1.142.649B
• Pharos Ligand ID: 978DZM3XTM2X
• Wikidata: Q82285007
• Mol file: 143659-20-5.mol

Synonyms:143659-20-5;5-(naphthalen-2-yl)-1,3-oxazole;5-(Naphthalen-2-yl)oxazole;5-Naphth-2-yl-1,3-oxazole;5-naphthalen-2-yl-1,3-oxazole;5-(2-naphthyl)-1,3-oxazole;MFCD09749679;5-(2-naphthalenyl)Oxazole;5-Naphthalen-2-yl-oxazole;5-(2-naph-thyl-)oxazol;BDBM8928;CHEMBL193653;SCHEMBL4500585;DTXSID10460853;UQGCSVOKHFBQIP-UHFFFAOYSA-N;oxazole-substituted naphthalene 29;AKOS005254941;PD182650;FT-0703086

Chemical Property of 5-(Naphthalen-2-yl)-1,3-oxazole

Chemical Property:

• Vapor Pressure: 6.54E-05mmHg at 25°C
• Melting Point: 121 °C
• Refractive Index: 1.635
• Boiling Point: 355.1°C at 760 mmHg
• PKA: 0.38±0.25(Predicted)
• Flash Point: 147.1°C
• PSA: 26.03000
• Density: 1.184g/cm³
• LogP: 3.49480
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 195.068413911
• Heavy Atom Count: 15
• Complexity: 219

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-(Naphthalen-2-yl)oxazole 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C3=CN=CO3

Technology Process of 5-(Naphthalen-2-yl)-1,3-oxazole

There total 5 articles about 5-(Naphthalen-2-yl)-1,3-oxazole 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: 90.0%

N,N,N′,N′-tetramethyl-N″-tert-butylguanidine (29166-72-1) + β-naphthaldehyde (66-99-9) → 5-(naphthalene-2-yl)oxazole (143659-20-5)

Guidance literature:

With [(p-methylphenyl)sulfonylmethyl]isonitrile; In acetonitrile; at 70 ℃; for 12h;

DOI:10.1021/ol006912n

Reference yield: 82.0%

2-Naphthalenemethanol (1592-38-7) + [(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) → 5-(naphthalene-2-yl)oxazole (143659-20-5)

Guidance literature:

2-Naphthalenemethanol; [(p-methylphenyl)sulfonylmethyl]isonitrile; With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In dimethyl sulfoxide; ethyl acetate; at 0 ℃; for 1.5h; Inert atmosphere;

With potassium hydroxide; In ethanol; water; at 0 ℃; for 0.0833333h;

DOI:10.1055/s-0035-1561391

Reference yield: 78.0%

[(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) + 2-bromomethylnaphthyl bromide (939-26-4) → 5-(naphthalene-2-yl)oxazole (143659-20-5)

Guidance literature:

2-bromomethylnaphthyl bromide; With sodium hydrogencarbonate; In dimethyl sulfoxide; at 20 ℃;

[(p-methylphenyl)sulfonylmethyl]isonitrile; With potassium hydroxide; In ethanol; water; at 0 ℃;

DOI:10.1055/s-0035-1561391

upstream raw materials:

[(p-methylphenyl)sulfonylmethyl]isonitrile

β-naphthaldehyde

N,N,N′,N′-tetramethyl-N″-tert-butylguanidine

2-Naphthalenemethanol

Downstream raw materials:

5-(naphthylen-2-yl)-2-{4-(phenylethynyl)phenyl}oxazole

4-{5-(naphthalen-2-yl)oxazol-2-yl}benzonitrile

5-(naphthalen-2-yl)-2-{4-(trifluoromethyl)phenyl}oxazole

2-(4-methoxyphenyl)-5-(naphthalen-2-yl)oxazole

Refernces

• 1、 Voets, Marieke,Antes, Iris,Scherer, Christiane,Müller-Vieira, Ursula,Biemel, Klaus,Barassin, Catherine,Marchais-Oberwinkler, Sandrine,Hartmann, Rolf W.. "Heteroaryl-substituted naphthalenes and structurally modified derivatives: Selective inhibitors of CYP11B2 for the treatment of congestive heart failure and myocardial fibrosis". . p. 6632 - 6642. Retrieved 2005.
• 2、 Shi, Xinzhe,Soulé, Jean-Fran?ois,Doucet, Henri. "Reaction Conditions for the Regiodivergent Direct Arylations at C2- or C5-Positions of Oxazoles using Phosphine-Free Palladium Catalysts". . p. 4748 - 4760. Retrieved 2019/09/12.