3-((4-Nitrophenyl)amino)-1H-indole-2-carbaldehyde

Base Information

• Chemical Name: 3-((4-Nitrophenyl)amino)-1H-indole-2-carbaldehyde
• CAS No.: 167954-14-5
• Molecular Formula: C15H11N3O3
• Molecular Weight: 281.271
• DSSTox Substance ID: DTXSID30393816
• Wikidata: Q82192786
• Mol file: 167954-14-5.mol

Synonyms:167954-14-5;3-((4-Nitrophenyl)amino)-1H-indole-2-carbaldehyde;CHEMBRDG-BB 6044904;3-(4-nitroanilino)-1H-indole-2-carbaldehyde;3-[(4-nitrophenyl)amino]-1H-indole-2-carbaldehyde;CBMicro_041836;Cambridge id 6044904;Oprea1_585364;SCHEMBL12652827;DTXSID30393816;MFCD02053268;2-formyl-3-(p-nitrophenyl)aminoindole;AKOS027391129;BS-35766;BIM-0041876.P001;SR-01000225887;SR-01000225887-1

Chemical Property of 3-((4-Nitrophenyl)amino)-1H-indole-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 7.77E-12mmHg at 25°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 281.08004122
• Heavy Atom Count: 21
• Complexity: 390

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C(N2)C=O)NC3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of 3-((4-Nitrophenyl)amino)-1H-indole-2-carbaldehyde

There total 10 articles about 3-((4-Nitrophenyl)amino)-1H-indole-2-carbaldehyde 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: 98.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 3-[N-(4-nitrophenyl)amino]indole (167954-19-0) → 3-[N-(4-nitrophenyl)amino]-2-formylindole (167954-14-5)

Guidance literature:

With trichlorophosphate; at 20 ℃; for 20h;

DOI:10.1007/BF02219687

Reference yield: 81.0%

3-[N-(4-nitrophenyl)amino]indole (167954-19-0) → 3-[N-(4-nitrophenyl)amino]-2-formylindole (167954-14-5)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 10 ℃; for 1h;

3-[N-(4-nitrophenyl)amino]indole; In water; at 20 - 60 ℃;

Reference yield: 15.0%

α-cyano-β-[3-(p-nitrophenyl)aminoindolyl-2]acrylonitrile (167954-16-7) → 3-[N-(4-nitrophenyl)amino]-2-formylindole (167954-14-5) + 1-(4-nitrophenyl)-2-imino-3-cyano-1,2-dihydro-5H-pyrido[3,2-b]indole (167954-17-8)

Guidance literature:

With potassium carbonate; In acetone; for 0.25h; Heating;

DOI:10.1007/BF02219350

upstream raw materials:

N,N-dimethyl-formamide

3-[N-(4-nitrophenyl)amino]indole

α-cyano-β-[3-(p-nitrophenyl)aminoindolyl-2]acrylonitrile

methyl iodide

Downstream raw materials:

2-formyl-3-[N'-(ω-chloroacetyl)-N'-(4-nitrophenyl)amino]indole

2-hydroxyiminomethyl-3-[N-(4-nitrophenyl)amino]indole

2-nitro-10-acetylindolo[3,2-b]quinoline

1-(4-nitrophenyl)-2-oxo-1,2,3,6-tetrahydro[1,4]diazepino[6,5-b]indole 4-oxide