3H-Pyrrolo[2,3-b]pyridin-3-one, 1,2-dihydro-1-(phenylsulfonyl)-

Base Information

• Chemical Name: 3H-Pyrrolo[2,3-b]pyridin-3-one, 1,2-dihydro-1-(phenylsulfonyl)-
• CAS No.: 155818-90-9
• Molecular Formula: C₁₃H₁₀N₂O₃S
• Molecular Weight: 274.3
• DSSTox Substance ID: DTXSID301182092
• Nikkaji Number: J1.480.513C
• Mol file: 155818-90-9.mol

Synonyms:155818-90-9;3H-Pyrrolo[2,3-b]pyridin-3-one, 1,2-dihydro-1-(phenylsulfonyl)-;3H-Pyrrolo[2,3-b]pyridin-3-one,1,2-dihydro-1-(phenylsulfonyl)-;DTXSID301182092;1-(Phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-3(2H)-one;1,2-Dihydro-1-(phenylsulfonyl)-3H-pyrrolo[2,3-b]pyridin-3-one

Chemical Property of 3H-Pyrrolo[2,3-b]pyridin-3-one, 1,2-dihydro-1-(phenylsulfonyl)-

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 274.04121336
• Heavy Atom Count: 19
• Complexity: 451

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(=O)C2=C(N1S(=O)(=O)C3=CC=CC=C3)N=CC=C2

Technology Process of 3H-Pyrrolo[2,3-b]pyridin-3-one, 1,2-dihydro-1-(phenylsulfonyl)-

There total 2 articles about 3H-Pyrrolo[2,3-b]pyridin-3-one, 1,2-dihydro-1-(phenylsulfonyl)- 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: 25.8%

1-(benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (155819-08-2) → 1-phenylsulfonyl-1H-pyrrolo<2,3-b>pyridine-3(2H)-one (155818-90-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.cclet.2009.11.029

Reference yield: 15.0%

1-(benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (155819-08-2) → 1-phenylsulfonyl-1H-pyrrolo<2,3-b>pyridine-3(2H)-one (155818-90-9) + 1-Benzenesulfonyl-2-hydroxy-1,2-dihydro-pyrrolo[2,3-b]pyridin-3-one

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 2 h, 0 deg C; 12 h, room temp.;

DOI:10.1016/S0040-4039(00)73031-0

Reference yield: 85.0%

1-phenylsulfonyl-1H-pyrrolo<2,3-b>pyridine-3(2H)-one (155818-90-9) + Diethyl ketomalonate (609-09-6) → 2-(1-Benzenesulfonyl-3-oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-hydroxy-malonic acid diethyl ester (177543-85-0)

Guidance literature:

With piperidine; In toluene; for 1.5h; Heating;

DOI:10.1055/s-1996-4236

upstream raw materials:

1-(benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde

Downstream raw materials:

2-(1-Benzenesulfonyl-3-oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-hydroxy-malonic acid diethyl ester