1H-Pyrrolo[2,3-B]pyridine-2,3-dione

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-B]pyridine-2,3-dione
• CAS No.: 5654-95-5
• Molecular Formula: C7H4N2O2
• Molecular Weight: 148.1189
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10563212
• Nikkaji Number: J1.869.114K
• Wikidata: Q82447591
• Mol file: 5654-95-5.mol

Synonyms:1H-PYRROLO[2,3-B]PYRIDINE-2,3-DIONE;5654-95-5;7-Azaisatin;MFCD09999197;1H-Pyrrolo[2 pound not3-b]pyridine-2 pound not3-dione;7-aza isatin;1H,2H,3H-pyrrolo[2,3-b]pyridine-2,3-dione;Dimethyl4-hydroxyisophthalate;SCHEMBL2493976;DTXSID10563212;WIZIBEDAPVILNL-UHFFFAOYSA-N;AKOS006305227;CS-W006220;SB15753;DS-10629;SY107993;A831089;AN-584/43492796;J-504759

Chemical Property of 1H-Pyrrolo[2,3-B]pyridine-2,3-dione

Chemical Property:

• Melting Point: 225-230 °C (decomp)
• Refractive Index: 1.622
• Boiling Point: 317.4±25.0 °C(Predicted)
• PKA: -2.60±0.20(Predicted)
• PSA: 59.06000
• Density: 1.469 g/cm³
• LogP: 0.35440
• Storage Temp.: 2-8°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 148.027277375
• Heavy Atom Count: 11
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

1H-Pyrrolo[2,3-B]pyridine-2,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(NC(=O)C2=O)N=C1

Technology Process of 1H-Pyrrolo[2,3-B]pyridine-2,3-dione

There total 16 articles about 1H-Pyrrolo[2,3-B]pyridine-2,3-dione 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: 100.0%

2,3-dibromo-3H-pyrrole-[2,3-b]pyridine (1202876-67-2) → 1H-pyrrolo[2,3-b]pyridine-2,3-dione (5654-95-5)

Guidance literature:

With N-Bromosuccinimide; dimethyl sulfoxide; at 80 ℃; for 1.5h;

DOI:10.1021/np9003905

Reference yield: 84.0%

7-Azaindole (271-63-6) → 1H-pyrrolo[2,3-b]pyridine-2,3-dione (5654-95-5)

Guidance literature:

With oxygen; Rose Bengal lactone; In water; N,N-dimethyl-formamide; for 48h; Inert atmosphere; Irradiation;

DOI:10.1002/chem.201904168

Reference yield: 79.0%

7-azaindoline (10592-27-5) → 1H-pyrrolo[2,3-b]pyridine-2,3-dione (5654-95-5)

Guidance literature:

With iodine pentoxide; In dimethyl sulfoxide; at 80 ℃;

DOI:10.1016/j.tetlet.2017.03.060

upstream raw materials:

1H-pyrrolo[2,3-b]pyridine-2,3-dione-3-oxime

7-azaoxindole

3,3-Dibromo-1,3-dihydro-2H-pyrrolo[2,3-b]-pyridin-2-one

3-azaisatoic anhydride

Downstream raw materials:

1H-pyrrolo[2,3-b]pyridine-2,3-dione-3-oxime

C₁₅H₁₁FN₂O₂

C₂₆H₁₉N₃O₂

(R)-3-hydroxy-3-(2-oxo-2-phenylethyl)-7-azaindolin-2-one