3-[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]-2-sulfanylidene-1,3-thiazolidin-4-one

Base Information

• Chemical Name: 3-[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]-2-sulfanylidene-1,3-thiazolidin-4-one
• CAS No.: 62329-48-0
• Molecular Formula: C₁₁H₆ClN₃O₂S₂
• Molecular Weight: 311.773
• DSSTox Substance ID: DTXSID80493633
• Wikidata: Q82340438
• Mol file: 62329-48-0.mol

Synonyms:62329-48-0;3-(5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl)-2-thioxothiazolidin-4-one;3-[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]-2-sulfanylidene-1,3-thiazolidin-4-one;DTXSID80493633

Chemical Property of 3-[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]-2-sulfanylidene-1,3-thiazolidin-4-one

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 310.9589965
• Heavy Atom Count: 19
• Complexity: 390

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)N(C(=S)S1)C2=NN=C(O2)C3=CC=C(C=C3)Cl

Technology Process of 3-[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]-2-sulfanylidene-1,3-thiazolidin-4-one

There total 2 articles about 3-[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]-2-sulfanylidene-1,3-thiazolidin-4-one 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:

{[5-(4-chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-thiocarbamoylsulfanyl}-acetic acid (62329-42-4) → 3-[5-(4-chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-thioxo-thiazolidin-4-one (62329-48-0)

Guidance literature:

With acetic anhydride;

Reference yield:

4-chlorobenzaldehyde semicarbazone (5315-86-6,94794-23-7) → 3-[5-(4-chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-thioxo-thiazolidin-4-one (62329-48-0)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) Br₂, NaOAc, (ii) /BRN= 1098293/, aq. NH₃, (iii) /BRN= 3597157/, Na₂CO₃

2: Ac₂O

With acetic anhydride;

Reference yield:

3-[5-(4-chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-thioxo-thiazolidin-4-one (62329-48-0) + 4-chlorobenzaldehyde (104-88-1) → 5-(4-chloro-benzylidene)-3-[5-(4-chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-thioxo-thiazolidin-4-one (62329-54-8)

Guidance literature:

With piperidine; In ethanol;

upstream raw materials:

{[5-(4-chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-thiocarbamoylsulfanyl}-acetic acid

4-chlorobenzaldehyde semicarbazone

Downstream raw materials:

5-(4-chloro-benzylidene)-3-[5-(4-chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-thioxo-thiazolidin-4-one