Ethyl 2-{[2-(pyrrolidine-1-carbonyl)phenyl]sulfanyl}benzoate

Base Information

• Chemical Name: Ethyl 2-{[2-(pyrrolidine-1-carbonyl)phenyl]sulfanyl}benzoate
• CAS No.: 62220-62-6
• Molecular Formula: C20H21NO3S
• Molecular Weight: 355.458
• DSSTox Substance ID: DTXSID90507351
• Wikidata: Q82363529
• Mol file: 62220-62-6.mol

Synonyms:SCHEMBL11631065;DTXSID90507351;Ethyl 2-{[2-(pyrrolidine-1-carbonyl)phenyl]sulfanyl}benzoate

Chemical Property of Ethyl 2-{[2-(pyrrolidine-1-carbonyl)phenyl]sulfanyl}benzoate

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 355.12421471
• Heavy Atom Count: 25
• Complexity: 464

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC=C1SC2=CC=CC=C2C(=O)N3CCCC3

Technology Process of Ethyl 2-{[2-(pyrrolidine-1-carbonyl)phenyl]sulfanyl}benzoate

There total 8 articles about Ethyl 2-{[2-(pyrrolidine-1-carbonyl)phenyl]sulfanyl}benzoate 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: 98.0%

pyrrolidine (123-75-1) + 2-carbethoxy-2'-chlorocarbonyldiphenyl sulfide (62220-53-5) → 2-carbethoxy-2'-(pyrrolidinocarbonyl)diphenyl sulfide (62220-62-6)

Guidance literature:

With triethylamine; In acetonitrile; for 3h; Ambient temperature;

DOI:10.1021/jo00321a020

Reference yield: 72.0%

pyrrolidine (123-75-1) + acetone hexane + 2-carbethoxy-2'-chlorocarbonyldiphenyl sulfide (62220-53-5) → 2-carbethoxy-2'-(pyrrolidinocarbonyl)diphenyl sulfide (62220-62-6)

Guidance literature:

With hydrogenchloride; In chloroform; water; triethylamine; acetonitrile;

Reference yield:

2,2'-thiodibenzoic acid (22219-02-9) → 2-carbethoxy-2'-(pyrrolidinocarbonyl)diphenyl sulfide (62220-62-6)

Guidance literature:

Multi-step reaction with 5 steps

1: thionyl chloride / 5 h / 60 °C

2: 0.5 h / Heating

3: 37 percent / KOH / ethanol / 96 h / Ambient temperature

4: 20.1 g / thionyl chloride

5: 98 percent / triethylamine / acetonitrile / 3 h / Ambient temperature

With potassium hydroxide; thionyl chloride; triethylamine; In ethanol; acetonitrile;

DOI:10.1021/jo00321a020

upstream raw materials:

pyrrolidine

2-carbethoxy-2'-chlorocarbonyldiphenyl sulfide

2,2'-thiodibenzoic acid

2-carbethoxy-2'-carboxydiphenyl sulfide

Downstream raw materials:

2-(hydroxymethyl)-2'-(pyrrolidinomethyl)diphenyl sulfide

spiro<5H,7H-dibenzo<1,5>thiazocinetetramethyleneammonium> tosylate