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

Base Information

• Chemical Name: Ethyl 3-phenyl-1,2,4-thiadiazole-5-carboxylate
• CAS No.: 50483-79-9
• Molecular Formula: C11H10N2O2S
• Molecular Weight: 234.279
• Hs Code.: 2934999090
• European Community (EC) Number: 845-625-7
• ChEMBL ID: CHEMBL265443
• DSSTox Substance ID: DTXSID80482840
• Nikkaji Number: J2.166.450B
• Wikidata: Q82319654
• Mol file: 50483-79-9.mol

Synonyms:ethyl 3-phenyl-1,2,4-thiadiazole-5-carboxylate;50483-79-9;CHEMBL265443;SCHEMBL16370488;DTXSID80482840;QAIYEEZCFZYANU-UHFFFAOYSA-N;3-Phenyl-[1,2,4]thiadiazole-5-carboxylic acid ethyl ester;MFCD11976736;AKOS030599866;AS-67050;FT-0764982;EN300-724948;ethyl3-phenyl-1,2,4-thiadiazole-5-carboxylate;W18297;Z2049990113

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

Chemical Property:

• PSA: 80.32000
• LogP: 2.38180
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 234.04629874
• Heavy Atom Count: 16
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

ETHYL 3-PHENYL-1,2,4-THIADIAZOLE-5-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NC(=NS1)C2=CC=CC=C2

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

There total 8 articles about Ethyl 3-phenyl-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: 100.0%

5-phenyl-1,3,4-oxathiazol-2-one (5852-49-3) + ethyl cyanoformate (623-49-4) → ethyl 3-phenyl-1,2,4-thiadiazole-5-carboxylate (50483-79-9)

Guidance literature:

In para-xylene; at 160 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1016/j.tet.2010.06.068

Reference yield: 75.0%

ethyl cyanoformate (623-49-4) + 5-phenyl-2-trichloromethyl-1,3,4-oxathiazole (73501-00-5) → ethyl 3-phenyl-1,2,4-thiadiazole-5-carboxylate (50483-79-9)

Guidance literature:

In 1,3,5-trimethyl-benzene; at 161 ℃; for 26h; Heating;

Reference yield:

5-phenyl-1,3,4-oxathiazol-2-one (5852-49-3) → ethyl 3-phenyl-1,2,4-thiadiazole-5-carboxylate (50483-79-9)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorobenzene

2: aq. EtOH

With ethanol; In chlorobenzene;

DOI:10.1021/jo00866a008

upstream raw materials:

(3-phenyl-[1,2,4]thiadiazol-5-yl)-ethenetricarbonitrile

5-phenyl-1,3,4-oxathiazol-2-one

ethyl cyanoformate

5-phenyl-2-trichloromethyl-1,3,4-oxathiazole

Downstream raw materials:

5-(hydroxymethyl)-3-phenyl-1,2,4-thiadiazole

[4-Oxo-3-(3-phenyl-[1,2,4]thiadiazol-5-ylmethyl)-3,4-dihydro-phthalazin-1-yl]-acetic acid ethyl ester

[4-Oxo-3-(3-phenyl-[1,2,4]thiadiazol-5-ylmethyl)-3,4-dihydro-phthalazin-1-yl]-acetic acid

5-(bromomethyl)-3-phenyl-1,2,4-thiadiazole