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

Base Information

• Chemical Name: Ethyl 5-methyl-1,3,4-oxadiazole-2-carboxylate
• CAS No.: 37641-36-4
• Molecular Formula: C6H8 N2 O3
• Molecular Weight: 156.141
• Hs Code.: 2934999090
• European Community (EC) Number: 827-149-1
• DSSTox Substance ID: DTXSID80539808
• Nikkaji Number: J3.587.711H
• Wikidata: Q72493971
• Mol file: 37641-36-4.mol

Synonyms:Ethyl 5-methyl-1,3,4-oxadiazole-2-carboxylate;37641-36-4;5-METHYL-[1,3,4]OXADIAZOLE-2-CARBOXYLIC ACID ETHYL ESTER;5-Methyl-1,3,4-Oxadiazole-2-carboxylic acid ethyl ester;MFCD08752603;1,3,4-Oxadiazole-2-carboxylic acid, 5-methyl-, ethyl ester;Ethyl5-Methyl-1,3,4-oxadiazole-2-carboxylate;SCHEMBL3151430;DTXSID80539808;BCP13290;AKOS005141674;AB48937;AM86171;SY022767;TS-00084;CS-0139096;EN300-88710;A874047;J-521146;5-Methyl-1,3,4oxadiazole-2-carboxylic acid ethyl ester;ETHYL 5-METHYL-[1,3,4]OXADIAZOLE-2-CARBOXYLATE;Z1198182201;Ethyl 5-Methyl-1 pound not3 pound not4-oxadiazole-2-carboxylate

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

Chemical Property:

• Vapor Pressure: 0.000284mmHg at 25°C
• Melting Point: 43-45℃
• Boiling Point: 309°Cat760mmHg
• PKA: -4.10±0.10(Predicted)
• Flash Point: 140.7°C
• PSA: 65.22000
• Density: 1.287g/cm³
• LogP: 0.55470
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 156.05349212
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

98%min ^*data from raw suppliers

ethyl5-methyl-1,3,4-oxadiazole-2-carboxylate ^*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)C

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

There total 8 articles about Ethyl 5-methyl-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: 86.0%

(Acetyl-hydrazono)-acetic acid ethyl ester (37641-22-8) → 5-methyl-1,3,4-oxadiazole-2-carboxylic acid ethyl ester (37641-36-4)

Guidance literature:

(Acetyl-hydrazono)-acetic acid ethyl ester; With trichloroisocyanuric acid; potassium carbonate; In ethyl acetate; at -5 - 5 ℃; for 1.5h;

With sodium thiosulfate; In ethyl acetate; for 0.5h;

Reference yield: 84.0%

ethyl 2-(2-acetylhydrazineyl)-2-oxoacetate (42042-84-2) → 5-methyl-1,3,4-oxadiazole-2-carboxylic acid ethyl ester (37641-36-4)

Guidance literature:

With triethylamine; p-toluenesulfonyl chloride; In dichloromethane; at 20 ℃; for 8h;

Reference yield: 75.0%

ethyl α,α-diazidoacetoacetate (110694-84-3) → 5-methyl-1,3,4-oxadiazole-2-carboxylic acid ethyl ester (37641-36-4)

Guidance literature:

In xylene; for 2h; Heating;

upstream raw materials:

5-methyl-1,2,3,4-tetrazole

Ethyl oxalyl chloride

ethyl α,α-diazidoacetoacetate

ethyl 2-(2-acetylhydrazineyl)-2-oxoacetate

Downstream raw materials:

5-methyl-1,3,4-oxadiazole-2-carbohydrazide

5-methyl-1,3,4-oxadiazole-2-carboxylic acid potassium salt

5-methyl-[1,3,4]oxadiazole-2-carboxylic acid (3-chloro-4-{[4-(4-methoxyphenyl)tetrahydropyran-4-ylmethyl]carbamoyl}phenyl)amide

5-methyl-1,3,4-oxadiazole-2-carbaldehyde

Refernces

• 1、 -. "Synthesis method for 5-alkyl-[1,3,4]-oxadiazole-2-formic ether". Paragraph 0009; 0025; 0026; 0027. . Retrieved 2020/12/08.
• 2、 -. "COMPOUNS, COMPOSITIONS AND METHODS OF USE". Page/Page column 169; 170. . Retrieved 2018/07/29.