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

Base Information

• Chemical Name: Ethyl 5-bromo-1,2,3-thiadiazole-4-carboxylate
• CAS No.: 6439-91-4
• Molecular Formula: C5H5 Br N2 O2 S
• Molecular Weight: 237.077
• Hs Code.: 2934999090
• European Community (EC) Number: 676-782-8
• DSSTox Substance ID: DTXSID90452216
• Nikkaji Number: J1.779.003J
• Wikidata: Q82272695
• Mol file: 6439-91-4.mol

Synonyms:ethyl 5-bromo-1,2,3-thiadiazole-4-carboxylate;6439-91-4;Ethyl 5-bromothiadiazole-4-carboxylate;5-BROMO-1,2,3-THIADIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;SCHEMBL20027965;DTXSID90452216;MFCD02324685;AKOS015959518;FT-0650997;I10732;EN300-6851212;A867885

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

Chemical Property:

• Vapor Pressure: 0.00282mmHg at 25°C
• Melting Point: 76-78°C
• Refractive Index: 1.574
• Boiling Point: 285.3°C at 760 mmHg
• PKA: -5.93±0.10(Predicted)
• Flash Point: 126.4°C
• PSA: 80.32000
• Density: 1.743g/cm³
• LogP: 1.47730
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Miscible with dimethyl formamide.
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 235.92551
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 5-bromo-1,2,3-thiadiazole-4-carboxylate 95% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(SN=N1)Br
• Uses: Ethyl 5-bromo-1,2,3-thiadiazole-4-carboxylate is used in the preparation of fused 1,3,6- thiadiazepines such as di[1,2,3]triazolo[1,5-a:5',1'-d][3,1,5]benzothiadiazepines.

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

There total 1 articles about Ethyl 5-bromo-1,2,3-thiadiazole-4-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:

4-carbethoxy-5-N-nitrosoamino-1,2,3-thiadiazole (6440-14-8) → ethyl 5-bromo-1,2,3-thiadiazole-4-carboxylate (6439-91-4)

Guidance literature:

With hydrogen bromide;

Reference yield: 89.0%

4,5-dimethyl-1,2-phenylenediamine (3171-45-7) + ethyl 5-bromo-1,2,3-thiadiazole-4-carboxylate (6439-91-4) → ethyl 5-[1-(2-amino-4,5-dimethylphenyl)-4-ethoxycarbonyl-1,2,3-triazol-5-ylsulfanyl]-1,2,3-thiadiazole-4-carboxylate

Guidance literature:

DOI:10.1039/b307693h

Reference yield: 86.0%

ethyl 5-bromo-1,2,3-thiadiazole-4-carboxylate (6439-91-4) + ethyl 5-[N-(2-amino-4-ethoxyphenyl)amino]-1,2,3-thiadiazole-4-carboxylate (651768-93-3) → ethyl 5-[1-(2-amino-4-ethoxyphenyl)-4-ethoxycarbonyl-1,2,3-triazol-5-ylsulfanyl]-1,2,3-thiadiazole-4-carboxylate

Guidance literature:

ethyl 5-[N-(2-amino-4-ethoxyphenyl)amino]-1,2,3-thiadiazole-4-carboxylate; With triethylamine; In ethanol; for 3h; Heating;

ethyl 5-bromo-1,2,3-thiadiazole-4-carboxylate; In ethanol; at 20 ℃; for 1h; Further stages.;

DOI:10.1039/b307693h

upstream raw materials:

4-carbethoxy-5-N-nitrosoamino-1,2,3-thiadiazole

Downstream raw materials:

ethyl 5-[N-(2-amino-4-methylphenyl)amino]-1,2,3-thiadiazole-4-carboxylate

ethyl 5-[N-(2-amino-4,5-dimethylphenyl)amino]-1,2,3-thiadiazole-4-carboxylate

ethyl 5-[N-(2-aminophenyl)amino]-1,2,3-thiadiazole-4-carboxylate

ethyl 5-[1-(2-aminophenyl)-4-carbamoyl-1,2,3-triazol-5-ylsulfanyl]-1,2,3-thiadiazole-4-carboxylate