1-[(3,5-Dinitrobenzoyl)oxy]pyrrolidine-2,5-dione

Base Information

• Chemical Name: 1-[(3,5-Dinitrobenzoyl)oxy]pyrrolidine-2,5-dione
• CAS No.: 87581-19-9
• Molecular Formula: C11H7N3O8
• Molecular Weight: 309.192
• DSSTox Substance ID: DTXSID50559957
• Nikkaji Number: J1.972.295C
• Wikidata: Q82442858
• Mol file: 87581-19-9.mol

Synonyms:87581-19-9;1-[(3,5-Dinitrobenzoyl)oxy]pyrrolidine-2,5-dione;SCHEMBL10971455;DTXSID50559957;AKOS002981585

Chemical Property of 1-[(3,5-Dinitrobenzoyl)oxy]pyrrolidine-2,5-dione

Chemical Property:

• PSA: 155.32000
• LogP: 1.70810
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 309.02331419
• Heavy Atom Count: 22
• Complexity: 498

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)C2=CC(=CC(=C2)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 1-[(3,5-Dinitrobenzoyl)oxy]pyrrolidine-2,5-dione

There total 2 articles about 1-[(3,5-Dinitrobenzoyl)oxy]pyrrolidine-2,5-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: 75.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 3,5-dinitrobenzoic acid (99-34-3) → 2,5-dioxopyrrolidin-1-yl 3,5-dinitrobenzoate (87581-19-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In 1,4-dioxane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jo401267j

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 3,5-dinitrobenoyl chloride (99-33-2) → 2,5-dioxopyrrolidin-1-yl 3,5-dinitrobenzoate (87581-19-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine;

DOI:10.1021/jo0346914

Reference yield: 99.0%

2,5-dioxopyrrolidin-1-yl 3,5-dinitrobenzoate (87581-19-9) + 2-Methylaziridine (75-55-8,41927-28-0,76612-76-5,76612-77-6,205537-16-2) → (3,5-dinitrophenyl)(2-methylaziridin-1-yl)methanone (63378-99-4)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 16h; Reagent/catalyst; Temperature; Time; Inert atmosphere;

DOI:10.1021/jo401267j

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

3,5-dinitrobenoyl chloride

3,5-dinitrobenzoic acid

Downstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

N-benzyl-3,5-dinitrobenzamide

N-((1R,2R)-2-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)cyclohexyl)-3,5-dinitrobenzamide

(R)-2-(3,5-dinitrophenyl)-4-hexyl-4,5-dihydrooxazole