Ethyl 5-phenyl-1,2,4-oxadiazole-3-carboxylate

Base Information

• Chemical Name: Ethyl 5-phenyl-1,2,4-oxadiazole-3-carboxylate
• CAS No.: 37384-62-6
• Molecular Formula: C11H10 N2 O3
• Molecular Weight: 218.212
• Hs Code.: 2934999090
• European Community (EC) Number: 692-331-8
• DSSTox Substance ID: DTXSID70401661
• Wikidata: Q72476714
• Mol file: 37384-62-6.mol

Synonyms:Ethyl 5-phenyl-1,2,4-oxadiazole-3-carboxylate;37384-62-6;5-Phenyl-[1,2,4]oxadiazole-3-carboxylic acid ethyl ester;MFCD01764002;D-GLUCOSAMINESULFATE2KCL;SCHEMBL893056;DTXSID70401661;HPUMZVCZZDZNTC-UHFFFAOYSA-N;1,2,4-Oxadiazole-3-carboxylic acid, 5-phenyl-, ethyl ester;BCP27236;AKOS005146458;AB09917;AS-5036;SY101809;AM20040312;CS-0451776;FT-0682819;A15535

Chemical Property of Ethyl 5-phenyl-1,2,4-oxadiazole-3-carboxylate

Chemical Property:

• Vapor Pressure: 7.31E-05mmHg at 25°C
• Refractive Index: 1.537
• Boiling Point: 342.9°C at 760 mmHg
• Flash Point: 161.2°C
• PSA: 65.22000
• Density: 1.223
• LogP: 1.91330
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 218.06914219
• Heavy Atom Count: 16
• Complexity: 241

Purity/Quality:

99%, ^*data from raw suppliers

5-Phenyl-[1,2,4]oxadiazole-3-carboxylicacidethylester 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NOC(=N1)C2=CC=CC=C2

Technology Process of Ethyl 5-phenyl-1,2,4-oxadiazole-3-carboxylate

There total 11 articles about Ethyl 5-phenyl-1,2,4-oxadiazole-3-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: 80.0%

ethyl 2-oximinooxamate (1217428-98-2) + benzoyl chloride (98-88-4) → ethyl 5-phenyl-1,2,4-oxadiazole-3-carboxylate (37384-62-6)

Guidance literature:

With pyridine; In toluene; Reflux;

Reference yield: 73.0%

ethyl 2-(benzylamino)-2-(hydroxyimino)acetate → ethyl 5-phenyl-1,2,4-oxadiazole-3-carboxylate (37384-62-6)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In N,N-dimethyl-formamide; at 150 ℃; for 0.5h; Inert atmosphere;

DOI:10.1055/s-0035-1561597

Reference yield:

C11H12N2O4 (1081533-58-5) → ethyl 5-phenyl-1,2,4-oxadiazole-3-carboxylate (37384-62-6)

Guidance literature:

With pyridine; at 120 ℃; for 10h;

upstream raw materials:

benzamidine monohydrochloride

ethyl 2-chloro-2-(hydroxyimino)acetate

(Z)-4-(N,N-dimethylaminomethylene)-2-phenyl-2-oxazolin-5-one

benzoyl chloride

Downstream raw materials:

5-phenyl-1,2,4-oxadiazole-3-carboxylic acid

(S)-N-(1-(imidazo[1,2-a]pyrazin-8-yl)pyrrolidin-3-yl)-5-phenyl-1,2,4-oxadiazole-3-carboxamide

(S)-5-phenyl-N-(1-(pyrrolo[1,2-a]pyrazin-1-yl)pyrrolidin-3-yl)-1,2,4-oxadiazole-3-carboxamide

N-hydroxy-5-phenyl-1,2,4-oxadiazole-3-carboxamide

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