Ethyl (5-phenyl-1,3,4-thiadiazol-2-yl)carbamate

Base Information

• Chemical Name: Ethyl (5-phenyl-1,3,4-thiadiazol-2-yl)carbamate
• CAS No.: 70027-43-9
• Molecular Formula: C11H11N3O2S
• Molecular Weight: 249.293
• DSSTox Substance ID: DTXSID60355225
• Wikidata: Q82133984
• Mol file: 70027-43-9.mol

Synonyms:70027-43-9;ethyl (5-phenyl-1,3,4-thiadiazol-2-yl)carbamate;STK385985;Cambridge id 5313120;SCHEMBL2423069;DTXSID60355225;HMS1694I05;AKOS000542154;AB00080188-01;ethyl 5-phenyl-1,3,4-thiadiazol-2-ylcarbamate

Chemical Property of Ethyl (5-phenyl-1,3,4-thiadiazol-2-yl)carbamate

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 249.05719778
• Heavy Atom Count: 17
• Complexity: 259

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NC1=NN=C(S1)C2=CC=CC=C2

Technology Process of Ethyl (5-phenyl-1,3,4-thiadiazol-2-yl)carbamate

There total 10 articles about Ethyl (5-phenyl-1,3,4-thiadiazol-2-yl)carbamate 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: 92.4%

2-amino-5-phenyl-1,3,4-thiadiazole (2002-03-1) + chloroformic acid ethyl ester (541-41-3) → ethyl (5-phenyl-[1,3,4]thiadiazol-2-yl)carbamate (70027-43-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1007/s00044-018-2193-x

Reference yield: 75.0%

2-amino-5-phenyl-1,3,4-thiadiazole (2002-03-1) + chloroformic acid ethyl ester (541-41-3) → ethyl (5-phenyl-[1,3,4]thiadiazol-2-yl)carbamate (70027-43-9) + C12H12N4O2S2 (39269-56-2)

Guidance literature:

With ammonium thiocyanate; Yield given. Multistep reaction; 1.) acetone, heated water-bath, 1 h, 2.) reflux, 3 h;

Reference yield: 28.0%

N-(2-benzoylhydrazinothiocarbonyl)carbamic acid ethyl ester → ethyl (5-phenyl-[1,3,4]thiadiazol-2-yl)carbamate (70027-43-9) + ethyl N-(5-phenyl-1,3,4-oxadiazol-2-yl)carbamate (79424-30-9)

Guidance literature:

With ethenetetracarbonitrile; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1002/hc.20071

upstream raw materials:

2-amino-5-phenyl-1,3,4-thiadiazole

chloroformic acid ethyl ester

Ethoxycarbonyl isothiocyanate

(N'-benzimidoyl-hydrazinothiocarbonyl)-carbamic acid ethyl ester

Downstream raw materials:

2-amino-5-phenyl-1,3,4-thiadiazole