1-(2,4-Dichlorophenyl)-2-(3-hydroxypropylsulfanyl)ethanone

Base Information

• Chemical Name: 1-(2,4-Dichlorophenyl)-2-(3-hydroxypropylsulfanyl)ethanone
• CAS No.: 130235-08-4
• Molecular Formula: C₁₁H₁₂Cl₂O₂S
• Molecular Weight: 279.187
• DSSTox Substance ID: DTXSID701202157
• Mol file: 130235-08-4.mol

Synonyms:130235-08-4;DTXSID701202157;AKOS015469091;1-(2,4-Dichlorophenyl)-2-[(3-hydroxypropyl)thio]ethanone

Chemical Property of 1-(2,4-Dichlorophenyl)-2-(3-hydroxypropylsulfanyl)ethanone

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 277.9935062
• Heavy Atom Count: 16
• Complexity: 226

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)Cl)C(=O)CSCCCO

Technology Process of 1-(2,4-Dichlorophenyl)-2-(3-hydroxypropylsulfanyl)ethanone

There total 1 articles about 1-(2,4-Dichlorophenyl)-2-(3-hydroxypropylsulfanyl)ethanone 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:

3-sulfanylpropanol (19721-22-3) + 2,2',4'-trichloroacetophenone (4252-78-2) → 2-(3-hydroxypropylthio)-2',4'-dichloroacetophenone (130235-08-4)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1) DMF, 0 deg C, 15 min, 2) 0 deg C, 20 min;

DOI:10.1248/cpb.38.1258

Reference yield: 71.0%

2-(3-hydroxypropylthio)-2',4'-dichloroacetophenone (130235-08-4) + methanesulfonyl chloride (124-63-0) → 2-<3-(methanesulfonyloxy)propylthio>-2',4'-dichloroacetophenone (130235-11-9)

Guidance literature:

With triethylamine; In dichloromethane; at -15 ℃; for 0.0833333h;

DOI:10.1248/cpb.38.1258

Reference yield:

2-(3-hydroxypropylthio)-2',4'-dichloroacetophenone (130235-08-4) → erythro-1-(2,4-dichlorophenyl)-1-(2-thiolanyl)-2-(1H-1,2,4-triazol-1-yl)ethanol (130235-26-6,130235-29-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 71 percent / Et₃N / CH₂Cl₂ / 0.08 h / -15 °C

2: lithium hexamethyldisilazide / tetrahydrofuran; hexane / 0.5 h / 50 - 55 °C

3: 55 percent / n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C

4: 71 percent / dimethylformamide / 95 °C

With n-butyllithium; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.38.1258

upstream raw materials:

3-sulfanylpropanol

2,2',4'-trichloroacetophenone

Downstream raw materials:

2-<3-(methanesulfonyloxy)propylthio>-2',4'-dichloroacetophenone

2,4-dichlorophenyl 2-thiolen-2-yl ketone

2,4-dichlorophenyl 2-thiolanyl ketone

2-(2,4-Dichloro-phenyl)-6,7-dihydro-5H-[1,4]oxathiepine