9H-Pyrido(2,3-b)indol-2-ol

Base Information

• Chemical Name: 9H-Pyrido(2,3-b)indol-2-ol
• CAS No.: 26148-60-7
• Molecular Formula: C₁₁H₈N₂O
• Molecular Weight: 184.197
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20180772
• Wikidata: Q83051378
• Mol file: 26148-60-7.mol

Synonyms:9H-Pyrido(2,3-b)indol-2-ol;26148-60-7;1,9-dihydropyrido[2,3-b]indol-2-one;SCHEMBL3136367;DTXSID20180772

Chemical Property of 9H-Pyrido(2,3-b)indol-2-ol

Chemical Property:

• Vapor Pressure: 2.11E-10mmHg at 25°C
• Melting Point: 294 °C
• Boiling Point: 507°C at 760 mmHg
• PKA: 14.24±0.20(Predicted)
• Flash Point: 260.4°C
• PSA: 48.91000
• Density: 1.369g/cm³
• LogP: 2.42170
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 184.063662883
• Heavy Atom Count: 14
• Complexity: 287

Purity/Quality:

99%, ^*data from raw suppliers

1,9-dihydro-2H-Pyrido[2,3-b]indol-2-one 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(N2)NC(=O)C=C3

Technology Process of 9H-Pyrido(2,3-b)indol-2-ol

There total 3 articles about 9H-Pyrido(2,3-b)indol-2-ol 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: 20.0%

3-(2-Nitrophenyl)piperidine-2,6-dione (97625-41-7) → 2-Oxo-2,3-dihydro-1H-indole-3-propanamide (97625-45-1) + 2-Hydroxy-α-carbolin (26148-60-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In 1,4-dioxane; for 48h; Ambient temperature;

DOI:10.1055/s-1984-31081

Reference yield:

4-Ethoxycarbonyl-4-(2-nitrophenyl)-butanenitrile (97625-43-9) → 2-Hydroxy-α-carbolin (26148-60-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 22 percent / acetic acid, conc. sulphuric acid / 4 h / 90 °C

2: H₂ / 10percent Pd/C / dioxane / 48 h / Ambient temperature

With sulfuric acid; hydrogen; acetic acid; palladium on activated charcoal; In 1,4-dioxane;

DOI:10.1055/s-1984-31081

Reference yield:

→ 2-Hydroxy-α-carbolin (26148-60-7)

Guidance literature:

2-Acetoxy-9-acetyl-α-carbolin, wss. NaOH, A.;

DOI:10.1039/j39700001355

upstream raw materials:

3-(2-Nitrophenyl)piperidine-2,6-dione

4-Ethoxycarbonyl-4-(2-nitrophenyl)-butanenitrile

Refernces