Ethyl 1,2,3-thiadiazole-5-carboxylate

Base Information

• Chemical Name: Ethyl 1,2,3-thiadiazole-5-carboxylate
• CAS No.: 4100-14-5
• Molecular Formula: C5H6N2O2S
• Molecular Weight: 158.181
• Hs Code.: 2934999090
• European Community (EC) Number: 223-866-3
• DSSTox Substance ID: DTXSID90193995
• Nikkaji Number: J224.908A
• Wikidata: Q83066723
• Mol file: 4100-14-5.mol

Synonyms:Ethyl 1,2,3-thiadiazole-5-carboxylate;4100-14-5;ethyl thiadiazole-5-carboxylate;EINECS 223-866-3;1,2,3-Thiadiazole-5-carboxylic acid ethyl ester;1,2,3-Thiadiazole-5-carboxylic acid, ethyl ester;SCHEMBL3031693;DTXSID90193995;MFCD00971933;AKOS006280721;DS-2770;5-thiadiazolecarboxylic acid ethyl ester;CS-0151698;FT-0693299;ETHYL1,2,3-THIADIAZOLE-5-CARBOXYLATE;EN300-181116;F17063;[1,2,3]thiadiazole-5-carboxylic acid ethyl ester;A825384

Chemical Property of Ethyl 1,2,3-thiadiazole-5-carboxylate

Chemical Property:

• Vapor Pressure: 0.0633mmHg at 25°C
• Boiling Point: 231.1°Cat760mmHg
• Flash Point: 93.6°C
• PSA: 80.32000
• Density: 1.32g/cm³
• LogP: 0.71480
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 158.01499861
• Heavy Atom Count: 10
• Complexity: 131

Purity/Quality:

99% ^*data from raw suppliers

Ethyl1,2,3-thiadiazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CN=NS1

Technology Process of Ethyl 1,2,3-thiadiazole-5-carboxylate

There total 6 articles about Ethyl 1,2,3-thiadiazole-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: 67.0%

3-semicarbazono-propionic acid ethyl ester (54977-77-4) → [1,2,3]thiadiazole-5-carboxylic acid ethyl ester (4100-14-5)

Guidance literature:

With thionyl chloride; at 0 - 60 ℃;

DOI:10.1016/j.bmcl.2006.12.054

Reference yield:

3-oxo-propionic acid ethyl ester (34780-29-5) → [1,2,3]thiadiazole-5-carboxylic acid ethyl ester (4100-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / NaOAc / ethanol; H₂O

2: 67 percent / SOCl₂ / 0 - 60 °C

With thionyl chloride; sodium acetate; In ethanol; water;

DOI:10.1016/j.bmcl.2006.12.054

Reference yield:

ethyl 3,3-diethoxypropanoate (10601-80-6) → [1,2,3]thiadiazole-5-carboxylic acid ethyl ester (4100-14-5)

Guidance literature:

Multi-step reaction with 3 steps

1: TFA / CH₂Cl₂; H₂O / 20 °C

2: 58 percent / NaOAc / ethanol; H₂O

3: 67 percent / SOCl₂ / 0 - 60 °C

With thionyl chloride; sodium acetate; trifluoroacetic acid; In ethanol; dichloromethane; water;

DOI:10.1016/j.bmcl.2006.12.054

upstream raw materials:

3-semicarbazono-propionic acid ethyl ester

ethanol

1,2,3-thiadiazole-5-carboxylic acid

ethylhydrazine carboxylate

Downstream raw materials:

[1,2,3]thiadiazole-5-carboxylic acid hydrazide

1,2,3-thiadiazole-5-carboxylic acid

Refernces

• 1、 Shafiee,Lalezari,Yazdani,Shahbazian,Partovi. "Selenium heterocycles XVIII: synthesis and antibacterial activity of 4 substituted (1,2,3 selenadiazol 5 yl)carbamic acid esters and their sulfur analogs". . p. 304 - 307. Retrieved 2007/10/08.