Ethyl Tetrazole-5-Carboxylate

Base Information

• Chemical Name: Ethyl Tetrazole-5-Carboxylate
• CAS No.: 55408-10-1
• Molecular Formula: C4H6N4O2
• Molecular Weight: 142.117
• Hs Code.: 2933990090
• European Community (EC) Number: 816-590-5
• DSSTox Substance ID: DTXSID80427236
• Nikkaji Number: J2.537.544K
• Wikidata: Q72477355
• Mol file: 55408-10-1.mol

Synonyms:55408-10-1;Ethyl Tetrazole-5-Carboxylate;Ethyl 1H-tetrazole-5-carboxylate;Ethyl 2H-tetrazole-5-carboxylate;1H-Tetrazole-5-carboxylic acid ethyl ester;1H-Tetrazole-5-carboxylic acid, ethyl ester;MFCD00243017;Ethyl1H-tetrazole-5-carboxylate;ethyl-1H-tetrazole-5-carboxylate;5-ethoxycarbonyltetrazole;ethyl 1H-1,2,3,4-tetrazole-5-carboxylate;ethyl tetrazol-5-carboxylate;SCHEMBL1563950;DTXSID80427236;(-)-TRANS-MYRTANYLACETATE;JBEHAOGLPHSQSL-UHFFFAOYSA-N;AKOS005265064;AKOS016344443;AC-7605;CS-O-14547;AS-14749;SY104920;2H-tetrazole-5-carboxylic acid ethyl ester;1H-Tetrazolyl-1-carboxylic acid ethyl ester;BB 0261691;E1432;FT-0600866;FT-0650833;EN300-90227;D70656;A830631;J-520545;Z1198152908

Chemical Property of Ethyl Tetrazole-5-Carboxylate

Chemical Property:

• Vapor Pressure: 0.00275mmHg at 25°C
• Melting Point: 88-93 °C
• Refractive Index: 1.528
• Boiling Point: 285.8 °C at 760 mmHg
• PKA: 2.83±0.10(Predicted)
• Flash Point: 126.6 °C
• PSA: 80.76000
• Density: 1.395 g/cm³
• LogP: -0.62360
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Chloroform (Slightly, Sonicated), DMSO (Slightly)
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 142.04907545
• Heavy Atom Count: 10
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

Ethyl Tetrazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NNN=N1
• Uses: Ethyl tetrazole-5-carboxylate is a reagent used in the preparation if pyrazole acids which has niacin receptor agonistic activity and is usefull for the treatment of dyslipidemia.

Technology Process of Ethyl Tetrazole-5-Carboxylate

There total 11 articles about Ethyl Tetrazole-5-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: 99.5%

→ 1H-tetrazole-5-carboxylic acid ethyl ester (55408-10-1)

Guidance literature:

Reference yield: 99.0%

ethyl cyanoformate (623-49-4) → 1H-tetrazole-5-carboxylic acid ethyl ester (55408-10-1)

Guidance literature:

With trimethylsilylazide; dibutyltin diacetate; In benzene; at 30 ℃; for 60h;

DOI:10.1016/j.tetlet.2019.151517

Reference yield: 97.0%

1H-tetrazole-5-carboxylic acid (75773-99-8) + ethanol (64-17-5) → 1H-tetrazole-5-carboxylic acid ethyl ester (55408-10-1)

Guidance literature:

With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1055/s-1980-29116

upstream raw materials:

ethyl cyanoformate

1H-tetrazole-5-carboxylic acid

ethanol

ethyl 1-(4-methoxybenzyl)-1H-tetrazole-5-carboxylate

Downstream raw materials:

5-tert-butyl-[1,3,4]oxadiazole-2-carboxylic acid ethyl ester

2-benzyltetrazole-5-carboxylic acid ethyl ester

1-benzyl-1H-tetrazole-5-carboxylic acid ethyl ester

tert-butyl [2-(2-[2-(1-ethyl-1H-tetrazol-5-yl)acetylamino]-4-iso-propylphenyl)ethyl] carbamate

Refernces

• 1、 Garzinsky, David,Zahov, Stefan,Ekodo Voundi, Merlin,Hanekamp, Walburga,Lehr, Matthias. "Tetrazolylpropan-2-ones as inhibitors of fatty acid amide hydrolase: Studies on structure-activity relationships and metabolic stability". supporting information. p. 183 - 192. Retrieved 2018/10/21.
• 2、 Yoneyama, Hiroki,Usami, Yoshihide,Komeda, Seiji,Harusawa, Shinya. "Efficient transformation of inactive nitriles into 5-substituted 1 H-tetrazoles using microwave irradiation and their applications". . p. 1051 - 1059. Retrieved 2013/05/09.