7-Nitroindoline-2,3-dione

Base Information

• Chemical Name: 7-Nitroindoline-2,3-dione
• CAS No.: 112656-95-8
• Molecular Formula: C8H4N2O4
• Molecular Weight: 192.131
• Hs Code.: 2933990090
• European Community (EC) Number: 808-794-8
• DSSTox Substance ID: DTXSID20397444
• Nikkaji Number: J1.394.402D
• Wikidata: Q72494885
• Mol file: 112656-95-8.mol

Synonyms:7-Nitroindoline-2,3-dione;112656-95-8;7-nitroisatin;7-nitro-1H-indole-2,3-dione;7-nitro-2,3-dihydro-1H-indole-2,3-dione;MFCD02066502;1H-Indole-2,3-dione, 7-nitro-;SCHEMBL505409;DTXSID20397444;AKOS002367325;CS-W022554;DS-1415;SB64037;SY030053;FT-0660923;EN300-130844;A846897;A894553

Chemical Property of 7-Nitroindoline-2,3-dione

Chemical Property:

• Melting Point: 240 °C
• PKA: 7.98±0.20(Predicted)
• PSA: 91.99000
• Density: 1.609 g/cm³
• LogP: 1.39080
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 192.01710661
• Heavy Atom Count: 14
• Complexity: 309

Purity/Quality:

99%, ^*data from raw suppliers

7-Nitroindoline-2,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)[N+](=O)[O-])NC(=O)C2=O

Technology Process of 7-Nitroindoline-2,3-dione

There total 4 articles about 7-Nitroindoline-2,3-dione 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: 91.0%

2-(N-hydroxyimino)-N-(2-nitrophenyl)acetamide (17122-60-0) → 7-nitroindoline-2,3-dione (112656-95-8)

Guidance literature:

With sulfuric acid; at 90 ℃; for 2.5h; Inert atmosphere;

DOI:10.1021/jo400949p

Reference yield: 82.0%

7-nitro-1H-indole (6960-42-5) → 7-nitroindoline-2,3-dione (112656-95-8)

Guidance literature:

With pyridinium chlorochromate; In 1,2-dichloro-ethane; at 80 ℃; for 3h;

DOI:10.1055/s-2008-1077974

Reference yield:

2-nitro-aniline (88-74-4) → 7-nitroindoline-2,3-dione (112656-95-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous hydrochloric acid; sodium sulfate; hydroxylamine

2: sulfuric acid

With hydrogenchloride; sulfuric acid; hydroxylamine; sodium sulfate;

DOI:10.1021/ja01194a064

upstream raw materials:

2-(N-hydroxyimino)-N-(2-nitrophenyl)acetamide

chloral hydrate

2-nitro-aniline

7-nitro-1H-indole

Downstream raw materials:

7-nitro-1H-indole

methyl quinoxaline-5-carboxylate

(3,5-bis(trifluoromethyl)phenyl)(quinoxalin-5-yl)methanone

(3,4-difluorophenyl)(quinoxalin-5-yl)methanone

Refernces

• 1、 Filak, Lukas K.,Kalinowski, Danuta S.,Bauer, Theresa J.,Richardson, Des R.,Arion, Vladimir B.. "Effect of the piperazine unit and metal-binding site position on the solubility and anti-proliferative activity of ruthenium(II)- and osmium(II)-arene complexes of isomeric indolo[3,2-c ]quinoline - Piperazine hybrids". . p. 6934 - 6943. Retrieved 2014.
• 2、 Zaryanova, Ekaterina V.,Lozinskaya, Nataly A.,Beznos, Olga V.,Volkova, Maria S.,Chesnokova, Nataly B.,Zefirov, Nikolay S.. "Oxindole-based intraocular pressure reducing agents". supporting information. p. 3787 - 3793. Retrieved 2017/07/27.