1,3-Bis[(s)phenylethyl]imidazolidine-2-thione

Base Information

• Chemical Name: 1,3-Bis[(s)phenylethyl]imidazolidine-2-thione
• CAS No.: 281659-65-2
• Molecular Formula: C₁₉H₂₂N₂S
• Molecular Weight: 310.463
• DSSTox Substance ID: DTXSID201044304
• Mol file: 281659-65-2.mol

Synonyms:DTXSID201044304;1,3-bis[(s)phenylethyl]imidazolidine-2-thione;1,3-Bis[(1S)-1-phenylethyl]-2-imidazolidinethione;281659-65-2

Chemical Property of 1,3-Bis[(s)phenylethyl]imidazolidine-2-thione

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 310.15036988
• Heavy Atom Count: 22
• Complexity: 338

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)N2CCN(C2=S)C(C)C3=CC=CC=C3
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1)N2CCN(C2=S)[C@@H](C)C3=CC=CC=C3

Technology Process of 1,3-Bis[(s)phenylethyl]imidazolidine-2-thione

There total 1 articles about 1,3-Bis[(s)phenylethyl]imidazolidine-2-thione 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: 84.0%

thiophosgene (463-71-8) + N,N'-bis[(S)-1-phenylethyl]ethane-1,2-diamine (6280-75-7,19302-22-8,19302-38-6,76740-22-2,103421-77-8) → 1,2-bis[(S)-1-phenylethyl]-2-thioxoimidazolidine (281659-65-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1021/jo000744v

Reference yield: 80.0%

1,2-bis[(S)-1-phenylethyl]-2-thioxoimidazolidine (281659-65-2) → 1,2-bis[(S)-1-phenylethyl]-2-chloroimidazolinium chloride

Guidance literature:

With oxalyl dichloride; In toluene; at 70 ℃; for 24h;

DOI:10.1021/jo000744v

Reference yield:

1,2-bis[(S)-1-phenylethyl]-2-thioxoimidazolidine (281659-65-2) → 2-[(R)-1-benzyl-2-hydroxyethylimino]-1,3-bis[(S)-1-phenylethyl]imidazolidine

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / oxalyl chloride / toluene / 24 h / 70 °C

2: 73 percent / Et₃N / CH₂Cl₂ / 20 °C

With oxalyl dichloride; triethylamine; In dichloromethane; toluene; 1: Substitution / 2: Substitution;

DOI:10.1021/jo000744v

upstream raw materials:

thiophosgene

N,N'-bis[(S)-1-phenylethyl]ethane-1,2-diamine