Ethyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate

Base Information

• Chemical Name: Ethyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate
• CAS No.: 99367-44-9
• Molecular Formula: C12H12N2O4
• Molecular Weight: 248.238
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40539809
• Nikkaji Number: J3.608.656D
• Wikidata: Q72517827
• Mol file: 99367-44-9.mol

Synonyms:Ethyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate;99367-44-9;MFCD20441302;SCHEMBL163935;DTXSID40539809;Ethyl5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate;PZYYPTIVTNFIOR-UHFFFAOYSA-N;AKOS016007865;DS-2671;PB31968;SY102253;CS-0045351;A858474;1,3,4-Oxadiazole-2-carboxylic acid, 5-(4-methoxyphenyl)-, ethyl ester

Chemical Property of Ethyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate

Chemical Property:

• Melting Point: 105-107℃ (ethanol )
• Boiling Point: 379.3±44.0 °C(Predicted)
• PKA: -4.55±0.10(Predicted)
• PSA: 74.45000
• Density: 1.226±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 1.92190
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 248.07970687
• Heavy Atom Count: 18
• Complexity: 279

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate

There total 12 articles about Ethyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-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%

p-methoxybenzoylformic acid (7099-91-4) + (1-diazo-2-ethoxy-2-oxoethyl)(2-(2-ethoxy-2-oxoethoxy)carbonylphenyl)iodonium trifluoromethanesulfonate → ethyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate (99367-44-9)

Guidance literature:

With 1,2,3,4-tetrakis(carbazol-9-yl)-5,6-dicyanobenzene; In dichloromethane; at 25 ℃; Inert atmosphere; Irradiation; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.0c03663

Reference yield: 91.0%

ethyl 2-(2-(4-methoxybenzoyl)hydrazinyl)-2-oxoacetate (57844-36-7) → ethyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate (99367-44-9)

Guidance literature:

With trichlorophosphate; at 65 ℃; for 5h;

Reference yield: 85.0%

C16H16F3IN2O9S + 4-methoxy-benzaldehyde (123-11-5) → ethyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate (99367-44-9)

Guidance literature:

In dichloromethane; at 20 ℃; for 12h; Irradiation;

upstream raw materials:

Amino-[(4-methoxy-benzoyl)-hydrazono]-acetic acid ethyl ester

ethyl 2-(2-(4-methoxybenzoyl)hydrazinyl)-2-oxoacetate

4-methoxy-benzoyl chloride

4-methoxybenzoic acid hydrazide

Downstream raw materials:

5-(4-Methoxy-phenyl)-[1,3,4]oxadiazole-2-carboxylic acid amide

5-(4-Methoxy-phenyl)-[1,3,4]oxadiazole-2-carboxylic acid hydrazide

[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]-[3-[4-(2-oxa-6-azaspiro[3.3]heptan-6-ylmethyl)-phenoxy]azetidin-1-yl]methanone

2-bromomethyl-5-(4-methoxy-phenyl)-[1,3,4]oxadiazole

Refernces

• 1、 Bai, Hangyu,Jiang, Weiqi,Li, Qi,Li, Tian,Ma, Shichuang,Shi, Baojun,Wu, Wenjun. "Design, Synthesis, and Study of the Insecticidal Activity of Novel Steroidal 1,3,4-Oxadiazoles". . p. 11572 - 11581. Retrieved 2021/10/12.
• 2、 -. "Synthesis method of 1, 3, 4-oxadiazole heterocyclic compound". Paragraph 0021; 0030-0031. . Retrieved 2021/05/05.