Ethyl 5-phenyloxazole-2-carboxylate

Base Information

• Chemical Name: Ethyl 5-phenyloxazole-2-carboxylate
• CAS No.: 13575-16-1
• Molecular Formula: C12H11NO3
• Molecular Weight: 217.224
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70539079
• Nikkaji Number: J3.645.435K
• Wikidata: Q82414716
• Mol file: 13575-16-1.mol

Synonyms:ETHYL 5-PHENYLOXAZOLE-2-CARBOXYLATE;13575-16-1;ethyl 5-phenyl-1,3-oxazole-2-carboxylate;SCHEMBL892373;F1967-0884;DTXSID70539079;LRQAQFQUJNFEDT-UHFFFAOYSA-N;MFCD11975682;AKOS015956170;CCG-311862;DS-11518;ETHYL5-PHENYLOXAZOLE-2-CARBOXYLATE;CS-0074873;5-phenyl-oxazole-2-carboxylic acid ethyl ester;C72435;EN300-105268

Chemical Property of Ethyl 5-phenyloxazole-2-carboxylate

Chemical Property:

• Vapor Pressure: 6.41E-05mmHg at 25°C
• Melting Point: 60 - 62°C
• Boiling Point: 344.8oC at 760 mmHg
• PKA: -1.84±0.10(Predicted)
• Flash Point: 162.4oC
• PSA: 52.33000
• Density: 1.173g/cm3
• LogP: 2.51830
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 217.07389321
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl5-phenyloxazole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NC=C(O1)C2=CC=CC=C2

Technology Process of Ethyl 5-phenyloxazole-2-carboxylate

There total 15 articles about Ethyl 5-phenyloxazole-2-carboxylate 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%

Ethyl isocyanoacetate (2999-46-4) + 2,2-dihydroxy-1-phenyl-ethanone (1075-06-5) → ethyl 5-phenyl-2-oxazolecarboxylate (13575-16-1)

Guidance literature:

With iodine; In dimethyl sulfoxide; at 130 ℃;

DOI:10.1039/c6cc10275a

Reference yield: 83.0%

Ethyl isocyanoacetate (2999-46-4) + benzoyl chloride (98-88-4) → ethyl 5-phenyl-2-oxazolecarboxylate (13575-16-1)

Guidance literature:

With silver based metal organic framework; In 1,4-dioxane; at 80 ℃; for 2h; Solvent; regioselective reaction; Inert atmosphere;

DOI:10.1002/cctc.201900965

Reference yield: 81.0%

iodoacetophenone (4636-16-2) + Ethyl isocyanoacetate (2999-46-4) → ethyl 5-phenyl-2-oxazolecarboxylate (13575-16-1)

Guidance literature:

With iodine; In dimethyl sulfoxide; at 130 ℃;

DOI:10.1039/c6cc10275a

upstream raw materials:

ethyl 2-oxo-2-((2-oxo-2-phenylethyl)amino)acetate

chloroformic acid ethyl ester

5-phenyl-2-(trimethylsilyl)oxazole

5-phenyloxazole

Downstream raw materials:

N-hydroxy-5-phenyloxazole-2-carboxamide

Refernces

• 1、 -. "BENZENESULFONAMIDE DERIVATIVES AS TRAP1 MODULATORS AND USES THEREOF". Paragraph 00297; 00326. . Retrieved 2021/09/26.
• 2、 Bracken, Cormac,Baumann, Marcus. "Development of a continuous flow photoisomerization reaction converting isoxazoles into diverse oxazole products". . p. 2607 - 2617. Retrieved 2020/03/11.