1-(4-nitro-1H-indol-3-yl)ethanone

Base Information

• Chemical Name: 1-(4-nitro-1H-indol-3-yl)ethanone
• CAS No.: 4769-95-3
• Molecular Formula: C10H8N2O3
• Molecular Weight: 204.185
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50457949
• Nikkaji Number: J1.760.567D
• Wikidata: Q82281041
• Mol file: 4769-95-3.mol

Synonyms:4769-95-3;1-(4-nitro-1H-indol-3-yl)ethanone;1-(4-NITRO-1H-INDOL-3-YL)-ETHANONE;1-(4-nitro-1H-indol-3-yl)ethan-1-one;3-Acetyl-4-nitroindole;3-Acetyl-4-nitro-1H-indole;SCHEMBL24735662;DTXSID50457949;MFCD06658294;AKOS013573313;SB37296;CS-0314766;FT-0690690;A827304

Chemical Property of 1-(4-nitro-1H-indol-3-yl)ethanone

Chemical Property:

• PSA: 78.68000
• LogP: 2.80190
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 204.05349212
• Heavy Atom Count: 15
• Complexity: 287

Purity/Quality:

97% ^*data from raw suppliers

1-(4-Nitro-1H-indol-3-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CNC2=C1C(=CC=C2)[N+](=O)[O-]

Technology Process of 1-(4-nitro-1H-indol-3-yl)ethanone

There total 4 articles about 1-(4-nitro-1H-indol-3-yl)ethanone 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: 97.0%

4-nitro-1H-indoIe (4769-97-5) + acetyl chloride (75-36-5) → 1-(4-nitro-1H-indol-3-yl)ethan-1-one (4769-95-3)

Guidance literature:

With aluminum (III) chloride; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride;

DOI:10.1021/jm200464w

Reference yield: 28.2%

3-acetylindole (703-80-0) → 3-nitro-1H-indole (4770-03-0) + 1-(4-nitro-1H-indol-3-yl)ethan-1-one (4769-95-3) + 3-acetyl-6-nitroindole (4993-92-4)

Guidance literature:

With Cu(AN)6(ClO₄)2; nitric acid; In acetonitrile; 1.) room temp., 30 min, 2.) 15 deg C, 1 h;

DOI:10.1248/cpb.35.2656

Reference yield:

4-nitro-1H-indoIe (4769-97-5) + acetic anhydride (108-24-7) → 1-(4-nitro-1H-indol-3-yl)ethan-1-one (4769-95-3)

Guidance literature:

4-nitro-1H-indoIe; With tin(IV) chloride; In dichloromethane; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

acetic anhydride; With nitromethane; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.joc.9b03018

upstream raw materials:

3-acetylindole

4-nitro-1H-indoIe

acetyl chloride

acetic anhydride

Downstream raw materials:

3-acetyl-N-[4-(methylphenyl)sulfonyl]-4-nitro-1H-indole

4-nitro-1H-indoIe

3-acetyl-4-iodoindole