5,6-dichloro-1H-pyrrolo[3,2-b]pyridin-2(3H)-one

Base Information

• Chemical Name: 5,6-dichloro-1H-pyrrolo[3,2-b]pyridin-2(3H)-one
• CAS No.: 136888-26-1
• Molecular Formula: C₇H₄Cl₂N₂O
• Molecular Weight: 203.028
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60442740
• Wikidata: Q72468117
• Mol file: 136888-26-1.mol

Synonyms:5,6-dichloro-1H-pyrrolo[3,2-b]pyridin-2(3H)-one;136888-26-1;5,6-dichloro-1,3-dihydropyrrolo[3,2-b]pyridin-2-one;5,6-dichloro-4-azaoxindole;SCHEMBL8655272;DTXSID60442740;WBELRPLQLMBTCK-UHFFFAOYSA-N;2H-Pyrrolo[3,2-b]pyridin-2-one, 5,6-dichloro-1,3-dihydro-;MFCD11847072;AKOS022171659;DS-5611;SB15869;FT-0656057;P11214;5,6-dichloro-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one

Chemical Property of 5,6-dichloro-1H-pyrrolo[3,2-b]pyridin-2(3H)-one

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.623
• Boiling Point: 372.564°C at 760 mmHg
• Flash Point: 179.121°C
• PSA: 41.99000
• Density: 1.584g/cm³
• LogP: 2.02100
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 201.9700681
• Heavy Atom Count: 12
• Complexity: 212

Purity/Quality:

98%min ^*data from raw suppliers

5,6-Dichloro-1H-pyrrolo[3,2-b]pyridin-2(3H)-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=NC(=C(C=C2NC1=O)Cl)Cl

Technology Process of 5,6-dichloro-1H-pyrrolo[3,2-b]pyridin-2(3H)-one

There total 8 articles about 5,6-dichloro-1H-pyrrolo[3,2-b]pyridin-2(3H)-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:

C9H10Cl2N2O2 → 5,6-dichloro-4-azaoxindole (136888-26-1)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

2,5,6-trichloro-3-nitropyridine (55304-72-8) + diethyl malonate (105-53-3) → 5,6-dichloro-4-azaoxindole (136888-26-1)

Guidance literature:

With hydrogenchloride; hydrogen; sodium hydride; nickel; Yield given. Multistep reaction;

DOI:10.1002/jhet.5570330213

Reference yield:

2,5-dichloro-3-nitropyridine (21427-62-3) → 5,6-dichloro-4-azaoxindole (136888-26-1)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C / Cooling with ice

2: trifluoroacetic acid / chloroform / 20 °C

3: urea hydrogen peroxide adduct; trifluoroacetic anhydride / dichloromethane / 20 °C

4: tetrabutyl-ammonium chloride; trichlorophosphate / 70 °C

5: hydrogen; 5%-palladium/activated carbon / methanol / 20 °C

6: potassium tert-butylate / N,N-dimethyl-formamide / 20 °C

With 5%-palladium/activated carbon; potassium tert-butylate; tetrabutyl-ammonium chloride; hydrogen; urea hydrogen peroxide adduct; sodium hydride; trifluoroacetic acid; trifluoroacetic anhydride; trichlorophosphate; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

2,5,6-trichloro-3-nitropyridine

diethyl malonate

2,5-dichloro-3-nitropyridine

Refernces

• 1、 -. "INDOLE AND AZAINDOLE DERIVATIVE HAVING AMPK-ACTIVATING ACTIVITY". . . Retrieved 2015/07/27.