5-(2-Thienyl)-1,3-oxazole

Base Information

• Chemical Name: 5-(2-Thienyl)-1,3-oxazole
• CAS No.: 70380-70-0
• Molecular Formula: C7H5NOS
• Molecular Weight: 151.19
• DSSTox Substance ID: DTXSID10383896
• Nikkaji Number: J864.573F
• Wikidata: Q82175705
• Mol file: 70380-70-0.mol

Synonyms:5-(2-thienyl)-1,3-oxazole;70380-70-0;5-(thiophen-2-yl)oxazole;5-thiophen-2-yl-1,3-oxazole;5-(thiophen-2-yl)-1,3-oxazole;5-(2-thienyl)oxazole;5-thiophen-2-yl-oxazole;Oxazole,5-(2-thienyl)-;SCHEMBL262816;DTXSID10383896;CHEBI:195121;VGBKCFRTMPSJLX-UHFFFAOYSA-N;MFCD00085172;AKOS006230436;MS-21991;CS-0360624;FT-0619607

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

Chemical Property:

• Vapor Pressure: 0.0195mmHg at 25°C
• Refractive Index: 1.573
• Boiling Point: 260.8 °C at 760 mmHg
• Flash Point: 111.5 °C
• PSA: 54.27000
• Density: 1.257 g/cm³
• LogP: 2.40310
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 151.00918496
• Heavy Atom Count: 10
• Complexity: 120

Purity/Quality:

98%min ^*data from raw suppliers

5-(2-thienyl)-1,3-oxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C2=CN=CO2

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

There total 7 articles about 5-(2-Thienyl)-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: 94.0%

2-thiophenecarboxaldehyde diacetate (63011-97-2) + [(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) → 5-(thiophen-2-yl)oxazole (70380-70-0)

Guidance literature:

With potassium carbonate; In methanol; at 55 ℃; for 16h;

DOI:10.3987/COM-05-10569

Reference yield: 91.0%

thiophene-2-carbaldehyde (98-03-3) + 1-(isocyanomethyloxy)benzotriazole (195711-05-8) → 5-(thiophen-2-yl)oxazole (70380-70-0)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1248/cpb.45.1369

Reference yield: 84.0%

thiophene-2-carbaldehyde (98-03-3) + [(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) → 5-(thiophen-2-yl)oxazole (70380-70-0)

Guidance literature:

With potassium carbonate; In methanol; at 66 ℃; for 4h; Inert atmosphere;

DOI:10.1002/0471264229.os087.03

upstream raw materials:

thiophene-2-carbaldehyde

[(p-methylphenyl)sulfonylmethyl]isonitrile

1-(isocyanomethyloxy)benzotriazole

2-thiophenecarboxaldehyde diacetate

Downstream raw materials:

2-{(4-methoxyphenyl)ethynyl}-5-(thiophen-2-yl)oxazole

2-(phenylethynyl)-5-(thiophen-2-yl)oxazole

4-phenyl-5-(thiophen-2-yl)oxazole

Refernces

• 1、 Zhang, Ling-Juan,Xu, Mei-Chen,Liu, Jie,Zhang, Xian-Ming. "Tandem cycloaddition-decarboxylation of α-keto acid and isocyanide under oxidant-free conditions towards monosubstituted oxazoles". . p. 73450 - 73453. Retrieved 2016/08/18.
• 2、 Ding, Zhenhua,Yoshikai, Naohiko. "Cobalt-catalyzed addition of azoles to alkynes". supporting information; experimental part. p. 4180 - 4183. Retrieved 2010/11/19.