1H-Indole-2,3-dione, 5,7-dinitro-

Base Information

• Chemical Name: 1H-Indole-2,3-dione, 5,7-dinitro-
• CAS No.: 5453-79-2
• Molecular Formula: C8H3N3O6
• Molecular Weight: 237.1259
• NSC Number: 131901,18896
• DSSTox Substance ID: DTXSID30969752
• Wikidata: Q82952785
• Mol file: 5453-79-2.mol

Synonyms:5453-79-2;1H-Indole-2,3-dione, 5,7-dinitro-;NSC18896;5,7-Dinitroisatin;5,7-dinitro-1H-indole-2,3-dione;Isatin, 5,7-dinitro-;SCHEMBL9016208;5,7-dinitroindoline-2,3-dione;DTXSID30969752;NSC-18896;NSC131901;NSC-131901

Chemical Property of 1H-Indole-2,3-dione, 5,7-dinitro-

Chemical Property:

• Vapor Pressure: 1.4E-12mmHg at 25°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.806g/cm³
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 237.00218482
• Heavy Atom Count: 17
• Complexity: 411

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C2=C1C(=O)C(=O)N2)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 1H-Indole-2,3-dione, 5,7-dinitro-

There total 5 articles about 1H-Indole-2,3-dione, 5,7-dinitro- 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: 46.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → 5,7-dinitro-1H-indole-2,3-dione (5453-79-2)

Guidance literature:

With sulfuric acid; potassium nitrate; at 0 - 55 ℃; for 4.5h;

DOI:10.1016/j.bmcl.2017.06.065

Reference yield:

3,3,5,7-tetranitrooxindole (186250-44-2) → 5,7-dinitro-1H-indole-2,3-dione (5453-79-2)

Guidance literature:

Heating;

DOI:10.1016/S0040-4039(96)02139-9

Reference yield:

2-oxoindole (59-48-3) → 5,7-dinitro-1H-indole-2,3-dione (5453-79-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / nitric acid; sulfuric acid / 2 h / 5 - 10 °C

2: 0.25 h / 80 °C

With sulfuric acid; nitric acid; 1: Nitration / 2: Rearrangement;

DOI:10.1016/S0040-4020(99)00570-0

upstream raw materials:

indole-2,3-dione

3,3,5,7-tetranitrooxindole

2-oxoindole

2-(2-amino-3,5-dinitrophenyl)-2-oxoacetic acid

Downstream raw materials:

6,8-dinitro-2-phenylquinoline-3,4-dicarboxamide

6,8-dinitro-2-phenyl-N³,N⁴-dipropylquinoline-3,4-dicarboxamide

N³,N⁴-diisopropyl-6,8-dinitro-2-phenylquinoline-3,4-dicarboxamide

6,8-dinitro-N³,N⁴,2-triphenylquinoline-3,4-dicarboxamide