1H-Benzo[g]indole-3-carboxaldehyde

Base Information

• Chemical Name: 1H-Benzo[g]indole-3-carboxaldehyde
• CAS No.: 51136-18-6
• Molecular Formula: C13H9NO
• Molecular Weight: 195.221
• Hs Code.: 2933990090
• European Community (EC) Number: 624-098-5
• DSSTox Substance ID: DTXSID40403293
• Wikidata: Q82206923
• Mol file: 51136-18-6.mol

Synonyms:1H-Benzo[g]indole-3-carboxaldehyde;51136-18-6;1H-benzo[g]indole-3-carbaldehyde;3-Formyl-1H-benzo[g]indole;3-formylbenzindole;SCHEMBL13852619;DTXSID40403293;NYIGHGXJJVOYCQ-UHFFFAOYSA-N;1h_Benzo_g_indole_3_carboxyaldehyde;1-H-Benzo[g]indole-3-carboxaldehyde;1H-Benzo[g]indole-3-carboxaldehyde, 97%

Chemical Property of 1H-Benzo[g]indole-3-carboxaldehyde

Chemical Property:

• Melting Point: 231-236 °C
• Boiling Point: 443.8 °C at 760 mmHg
• Flash Point: 227 °C
• PSA: 32.86000
• Density: 1.322 g/cm³
• LogP: 3.13360
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 195.068413911
• Heavy Atom Count: 15
• Complexity: 253

Purity/Quality:

98%,99%, ^*data from raw suppliers

1H-Benzo[g]indole-3-carboxaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2NC=C3C=O
• Uses: Reactant for preparation of:Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators

Technology Process of 1H-Benzo[g]indole-3-carboxaldehyde

There total 6 articles about 1H-Benzo[g]indole-3-carboxaldehyde 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: 75.0%

1H-benz[g]indole (233-34-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 1H-benzo[g]indole-3-carboxaldehyde (51136-18-6)

Guidance literature:

1H-benz[g]indole; N,N-dimethyl-formamide; With trichlorophosphate; at 0 - 90 ℃; for 1h;

With sodium hydroxide; water; In N,N-dimethyl-formamide; at 0 ℃; for 0.0333333h; Heating / reflux;

Reference yield:

C16H16N2O2 → 1H-benzo[g]indole-3-carboxaldehyde (51136-18-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen / nickel / methanol; dichloromethane / 3 h

2.1: trichlorophosphate / 1 h / 0 - 90 °C

2.2: 0.03 h / 0 °C / Heating / reflux

With hydrogen; trichlorophosphate; nickel; In methanol; dichloromethane;

Reference yield:

1-nitro-2-methylnaphthalene (881-03-8) → 1H-benzo[g]indole-3-carboxaldehyde (51136-18-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N,N-dimethyl-formamide / 3 h / 110 °C

2.1: hydrogen / nickel / methanol; dichloromethane / 3 h

3.1: trichlorophosphate / 1 h / 0 - 90 °C

3.2: 0.03 h / 0 °C / Heating / reflux

With hydrogen; trichlorophosphate; nickel; In methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

1H-benz[g]indole

N-[(dichlorophosphinoyloxy)methylene]-N-methylmethanammonium chloride

N,N-dimethyl-formamide

1-Nitronaphthalene

Downstream raw materials:

α-phenyl-β-(1H-benzoindol-3-yl)ethylene

C₂₁H₁₂Cl₂N₂

Refernces

• 1、 -. "NOVEL DIPODAZINE COMPOUNDS AND APPLICATIONS". Page/Page column 11-12. . Retrieved 2008/06/13.