3-Phenyl-2-sulfanylidene-5-(thiophen-2-ylmethylidene)imidazolidin-4-one

Base Information

• Chemical Name: 3-Phenyl-2-sulfanylidene-5-(thiophen-2-ylmethylidene)imidazolidin-4-one
• CAS No.: 87736-69-4
• Molecular Formula: C₁₄H₁₀N₂OS₂
• Molecular Weight: 286.378
• DSSTox Substance ID: DTXSID001191608
• Mol file: 87736-69-4.mol

Synonyms:3-phenyl-2-sulfanylidene-5-(thiophen-2-ylmethylidene)imidazolidin-4-one;3-phenyl-5-(2-thienylmethylene)-2-thioxo-4-imidazolidinone;DTXSID001191608

Chemical Property of 3-Phenyl-2-sulfanylidene-5-(thiophen-2-ylmethylidene)imidazolidin-4-one

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 286.02345529
• Heavy Atom Count: 19
• Complexity: 416

Purity/Quality:

98%min ^*data from raw suppliers

(5E)-2-Mercapto-3-phenyl-5-(2-thienylmethylene)-3,5-dihydro-4H-imidazol-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C(=O)C(=CC3=CC=CS3)NC2=S

Technology Process of 3-Phenyl-2-sulfanylidene-5-(thiophen-2-ylmethylidene)imidazolidin-4-one

There total 1 articles about 3-Phenyl-2-sulfanylidene-5-(thiophen-2-ylmethylidene)imidazolidin-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: 70.0%

ethyl (E)-2-cyano-3-(2-thienyl)-2-propenoate (31330-51-5) + 3-phenyl-2-thioxoimidazolidin-4-one (2010-15-3) → 4-thenylidene-1-phenyl-2-thioxoimidazolidin-5-one (87736-69-4)

Guidance literature:

With piperidine; In ethanol; for 5h; Heating;

Reference yield:

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) + 4-thenylidene-1-phenyl-2-thioxoimidazolidin-5-one (87736-69-4) → 3-phenyl-5-(2-thienylmethylene)-2-(3,5-di-O-4-toluoyl-β-D-erythro-pentofuranosyl)-2-thiohydantoin

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) MeCN, RT, 30 min, 2.) MeCN, RT, 4 h,;

DOI:10.1021/jm00027a009

Reference yield:

4-thenylidene-1-phenyl-2-thioxoimidazolidin-5-one (87736-69-4) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 3-phenyl-5-(2-thienylmethylene)-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-thiohydantoin (151731-16-7)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) MeCN, RT, 30 min, 2.) MeCN, RT, 12 h,;

DOI:10.1021/jm00027a009

upstream raw materials:

ethyl (E)-2-cyano-3-(2-thienyl)-2-propenoate

3-phenyl-2-thioxoimidazolidin-4-one

Downstream raw materials:

3-phenyl-5-(2-thienylmethylene)-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-thiohydantoin

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