1-(6-Nitroindolin-1-yl)ethanone

Base Information

• Chemical Name: 1-(6-Nitroindolin-1-yl)ethanone
• CAS No.: 22949-08-2
• Molecular Formula: C₁₀H₁₀N₂O₃
• Molecular Weight: 206.201
• Hs Code.: 2933990090
• NSC Number: 87627
• DSSTox Substance ID: DTXSID60293173
• Nikkaji Number: J143.877H
• Wikidata: Q82031807
• ChEMBL ID: CHEMBL1880831
• Mol file: 22949-08-2.mol

Synonyms:1-(6-Nitroindolin-1-yl)ethanone;22949-08-2;1-Acetyl-6-nitroindoline;1-(6-nitro-2,3-dihydroindol-1-yl)ethanone;Indoline, 1-acetyl-6-nitro-;1H-Indole, 1-acetyl-2,3-dihydro-6-nitro-;1-Acetyl-2,3-dihydro-6-nitro-1H-indole;1-Acetyl-6-nitro-1H-indole;MLS002694771;NSC87627;1-(6-nitro-2,3-dihydro-1H-indol-1-yl)ethan-1-one;NCIOpen2_005136;Oprea1_072963;1-Acetyl-6-nitroindoline #;SCHEMBL981641;CHEMBL1880831;DTXSID60293173;HMS3085N18;MFCD00022910;NSC-87627;STK396442;AKOS000438734;DS-2861;SB64058;SMR001560690;FT-0698055;O10311;1-(6-nitro-2,3-dihydro-1H-indol-1-yl)ethanone;W-206791

Chemical Property of 1-(6-Nitroindolin-1-yl)ethanone

Chemical Property:

• Vapor Pressure: 2.54E-08mmHg at 25°C
• Refractive Index: 1.612
• Boiling Point: 450.9 °C at 760 mmHg
• Flash Point: 226.5 °C
• PSA: 66.13000
• Density: 1.35 g/cm³
• LogP: 2.09200
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 206.06914219
• Heavy Atom Count: 15
• Complexity: 287

Purity/Quality:

97% ^*data from raw suppliers

1-(6-Nitroindolin-1-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N1CCC2=C1C=C(C=C2)[N+](=O)[O-]

Technology Process of 1-(6-Nitroindolin-1-yl)ethanone

There total 4 articles about 1-(6-Nitroindolin-1-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: 100.0%

6-nitroindoline (19727-83-4) → 1-acetyl-6-nitro-2,3-dihydroindole (22949-08-2)

Guidance literature:

With triethylamine; acetyl chloride; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h;

Reference yield: 97.0%

6-nitroindoline (19727-83-4) + acetic anhydride (108-24-7) → 1-acetyl-6-nitro-2,3-dihydroindole (22949-08-2)

Guidance literature:

Heating;

DOI:10.3987/COM-05-10401

Reference yield:

1-indoline (496-15-1) → 1-acetyl-6-nitro-2,3-dihydroindole (22949-08-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / HNO₃; H₂SO₄ / 20 °C

2: 95 percent / 160 °C

With sulfuric acid; nitric acid;

DOI:10.1016/j.ejmech.2004.10.008

upstream raw materials:

6-nitroindoline

acetic anhydride

1-indoline

Downstream raw materials:

1-acetyl-6-aminoindoline

(R)-N-carbobenzyloxy-6'-iodotryptophan

(S)-N-carbobenzyloxy-6'-iodotryptophan

(R)-N-carbobenzyloxy-6'-iodotryptophan tert-butyl ester