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

Base Information

• Chemical Name: Ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate
• CAS No.: 76162-56-6
• Molecular Formula: C6H8N2O2S
• Molecular Weight: 172.208
• European Community (EC) Number: 851-473-2
• Mol file: 76162-56-6.mol

Synonyms:Ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate;76162-56-6;3-Methyl-[1,2,4]thiadiazole-5-carboxylic acid ethyl ester;SCHEMBL22578954;AMY14902;BDA16256;MFCD22201205;AKOS024262521;SB38631;AS-83311;CS-0042201;FT-0699630;A12831;EN300-114880;Ethyl3-methyl-1,2,4-thiadiazole-5-carboxylate;F9995-1829;Z1480639443

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

Chemical Property:

• Boiling Point: 268.4±23.0 oC (760 Torr)
• Flash Point: 116.2±22.6 oC
• Density: 1.265±0.06 g/cm3 (20 oC 760 Torr)
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 172.03064868
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

97% ^*data from raw suppliers

ethyl3-methyl-1,2,4-thiadiazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NC(=NS1)C

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

There total 5 articles about Ethyl 3-methyl-1,2,4-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: 87.0%

5-bromo-3-methyl-1,2,4-thiadiazole (54681-68-4) + ethanol (64-17-5) + carbon monoxide (201230-82-2) → ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate (76162-56-6)

Guidance literature:

With sodium acetate; palladium diacetate; acetic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; at 63 - 67 ℃; under 3000.3 - 3375.34 Torr; Reagent/catalyst; Temperature; Inert atmosphere;

Reference yield: 78.0%

5-Methyl-1,3,4-oxathiazole-2-one (17452-74-3) + ethyl cyanoformate (623-49-4) → ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate (76162-56-6)

Guidance literature:

In 1,2-dichloro-ethane; at 160 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1016/j.tet.2010.06.068

Reference yield: 67.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + 5-iodo-3-methyl-1,2,4-thiadiazole (98026-50-7) → ethyl 3-methyl-1,2,4-thiadiazole-5-carboxylate (76162-56-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; triethylamine; In ethanol; at 110 ℃; under 7500.75 Torr; Autoclave;

upstream raw materials:

N,N-dimethylacetamide dimethyl acetal

ethyl 2-amino-2-thioxoacetate

5-Methyl-1,3,4-oxathiazole-2-one

ethyl cyanoformate

Downstream raw materials:

(3-methyl-[1,2,4]thiadiazol-5-yl)-diphenyl-methanol

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

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