N,N'-bis(p-nitrobenzoyl)ethylenediamine

Base Information

• Chemical Name: N,N'-bis(p-nitrobenzoyl)ethylenediamine
• CAS No.: 33288-81-2
• Molecular Formula: C16H14N4O6
• Molecular Weight: 358.31
• DSSTox Substance ID: DTXSID201276787
• Nikkaji Number: J1.895.392G
• ChEMBL ID: CHEMBL4543507
• Mol file: 33288-81-2.mol

Synonyms:N,N'-ethane-1,2-diylbis(4-nitrobenzamide);CBDivE_011724;CHEMBL4543507;SCHEMBL11621538;KGDGPIKXAQPEMP-UHFFFAOYSA-N;DTXSID201276787;N,N'-Ethylenebis(4-nitrobenzamide);STK399003;AKOS001607417;N,N'-bis(p-nitrobenzoyl)ethylenediamine;N,N'-1,2-Ethanediylbis[4-nitrobenzamide];EU-0069077;33288-81-2

Chemical Property of N,N'-bis(p-nitrobenzoyl)ethylenediamine

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 358.09133418
• Heavy Atom Count: 26
• Complexity: 480

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N,N'-bis(p-nitrobenzoyl)ethylenediamine

There total 3 articles about N,N'-bis(p-nitrobenzoyl)ethylenediamine 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: 68.0%

4-nitro-benzoyl chloride (122-04-3) + ethylenediamine (107-15-3,85404-18-8) → N,N'-(ethane?1,2?diyl)bis(4?nitrobenzamide) (33288-81-2)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; at 8 - 10 ℃; for 5h;

DOI:10.1007/BF02645990

Reference yield:

4-nitro-benzoic acid (62-23-7) → N,N'-(ethane?1,2?diyl)bis(4?nitrobenzamide) (33288-81-2)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / tetrahydrofuran / 0.5 h / 20 °C

2: tetrahydrofuran / 0.5 h / 20 °C

With thionyl chloride; In tetrahydrofuran;

DOI:10.1007/s13738-021-02199-8

Reference yield:

ethylenediamine (107-15-3,85404-18-8) → N,N'-(ethane?1,2?diyl)bis(4?nitrobenzamide) (33288-81-2)

Guidance literature:

With diethyl ether;

upstream raw materials:

4-nitro-benzoyl chloride

ethylenediamine

4-nitro-benzoic acid

Downstream raw materials:

N,N'-bis-(4-nitro-benzoyl)-hydrazine

N,N'-bis(p-nitrobenzoyl)methanediamine

4-nitrobenzamide

4-nitrobenzonitrile