1,3-Dihydro-4-[2-[(methylsulfonyl)oxy]ethyl]-2H-indol-2-one

Base Information

• Chemical Name: 1,3-Dihydro-4-[2-[(methylsulfonyl)oxy]ethyl]-2H-indol-2-one
• CAS No.: 139122-21-7
• Molecular Formula: C11H13NO4S
• Molecular Weight: 255.295
• DSSTox Substance ID: DTXSID901189622
• Mol file: 139122-21-7.mol

Synonyms:SCHEMBL9049305;DTXSID901189622;1,3-Dihydro-4-[2-[(methylsulfonyl)oxy]ethyl]-2H-indol-2-one;139122-21-7

Chemical Property of 1,3-Dihydro-4-[2-[(methylsulfonyl)oxy]ethyl]-2H-indol-2-one

Chemical Property:

• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 255.05652907
• Heavy Atom Count: 17
• Complexity: 387

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CS(=O)(=O)OCCC1=C2CC(=O)NC2=CC=C1

Technology Process of 1,3-Dihydro-4-[2-[(methylsulfonyl)oxy]ethyl]-2H-indol-2-one

There total 1 articles about 1,3-Dihydro-4-[2-[(methylsulfonyl)oxy]ethyl]-2H-indol-2-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:

2-(2-bromoethyl)benzaldehyde (22901-09-3) → 2-(2-oxo-2,3-dihydro-1H-indol-4-yl)ethyl methanesulfonate (139122-21-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 80 percent / MeONa / methanol / 1 h / 0 °C

2: 53 percent / AcCl, FeCl₃ / CH₂Cl₂ / 3 h / 0 - 5 °C

3: 95 percent / aq. NaH₂PO₂ / 10percent Pd-C / ethyl acetate / 0.58 h / Heating

4: 89 percent / ethanol; H₂O / 24 h / Heating

5: 70 percent / aq. HCl / 2.5 h / Heating

6: 80 percent / pyridine / CH₂Cl₂ / 5 - 10 °C

With pyridine; hydrogenchloride; sodium hypophosphite; sodium methylate; iron(III) chloride; acetyl chloride; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water; ethyl acetate;

DOI:10.1002/jhet.5570320334

Reference yield: 16.0%

N-tert-butyl-2-({[2-(4-chloro-2-hydroxyphenyl)ethyl]sulfonyl}amino)benzenesulfonamide + 2-(2-oxo-2,3-dihydro-1H-indol-4-yl)ethyl methanesulfonate (139122-21-7) → N-tert-butyl-2-{[(2-{4-chloro-2-[2-(2-oxo-2,3-dihydro-1H-indol-4-yl)ethoxy]phenyl}ethyl)sulfonyl]amino}benzenesulfonamide

Guidance literature:

With potassium carbonate; In acetonitrile; at 75 - 100 ℃;

Reference yield:

di-n-propylamine (142-84-7) + 2-(2-oxo-2,3-dihydro-1H-indol-4-yl)ethyl methanesulfonate (139122-21-7) → Ropinirole (91374-21-9) + 4-ethylenyl-1,3-dihydro-2H-indol-2-one (120427-93-2)

Guidance literature:

In water; for 2h; Yields of byproduct given; Heating;

DOI:10.1002/jhet.5570320334

upstream raw materials:

2-(2-bromoethyl)benzaldehyde

Downstream raw materials:

Ropinirole

4-ethylenyl-1,3-dihydro-2H-indol-2-one