N-(4-Nitrophenyl)-2,3-dichloromaleimide

Base Information

• Chemical Name: N-(4-Nitrophenyl)-2,3-dichloromaleimide
• CAS No.: 29236-11-1
• Molecular Formula: C10H4Cl2N2O4
• Molecular Weight: 287.059
• DSSTox Substance ID: DTXSID401224849
• Nikkaji Number: J1.204.183G
• Mol file: 29236-11-1.mol

Synonyms:29236-11-1;N-4-nitrophenyldichloromaleimide;DTXSID401224849;AKOS002257286;N-(4-Nitrophenyl)-2,3-dichloromaleimide;MLS-0111859.0001;3,4-Dichloro-1-(4-nitrophenyl)-1H-pyrrole-2,5-dione

Chemical Property of N-(4-Nitrophenyl)-2,3-dichloromaleimide

Chemical Property:

• Melting Point: 193 - 194 °C
• PSA: 83.20000
• LogP: 2.74540
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 285.9548120
• Heavy Atom Count: 18
• Complexity: 425

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1N2C(=O)C(=C(C2=O)Cl)Cl)[N+](=O)[O-]

Technology Process of N-(4-Nitrophenyl)-2,3-dichloromaleimide

There total 5 articles about N-(4-Nitrophenyl)-2,3-dichloromaleimide 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: 92.0%

dichloromaleic acid anhydride (1122-17-4) + 4-nitro-aniline (100-01-6,104810-17-5) → 2,3-dichloro-N-(p-nitrophenyl)maleimide (29236-11-1)

Guidance literature:

In acetic acid; at 85 - 108 ℃; for 2h;

DOI:10.1134/S1070428012030256

Reference yield: 88.0%

maleic anhydride (108-31-6) + 4-nitro-aniline (100-01-6,104810-17-5) → 2,3-dichloro-N-(p-nitrophenyl)maleimide (29236-11-1)

Guidance literature:

maleic anhydride; 4-nitro-aniline; In acetone; at 55 ℃; for 1h;

With nickel(II) sulphate; acetic anhydride; triethylamine; In acetone; at 80 ℃; for 2h;

With pyridine; thionyl chloride; at 0 - 85 ℃; for 3h;

DOI:10.1080/00397910802369638

Reference yield: 87.0%

N-(4-nitrophenyl)maleimide (4338-06-1) → 2,3-dichloro-N-(p-nitrophenyl)maleimide (29236-11-1)

Guidance literature:

With pyridine; thionyl chloride;

upstream raw materials:

dichloromaleic acid anhydride

4-nitro-aniline

N-(4-nitrophenyl)maleimide

(Z)-3-(4-nitro-phenylcarbamoyl)-acrylic acid

Downstream raw materials:

2-(4-nitrophenyl)-pyrrolo[3,4-b][1,4]benzoxazine-1,3(2H,9H)-dione

2-(4-nitrophenyl)-7-tert-butyl-pyrrolo[3,4-b][1,4]benzoxazine-1,3(2H,9H)-dione

2-(4-nitrophenyl)-7-chloro-pyrrolo[3,4-b][1,4]benzoxazine-1,3(2H,9H)-dione

C₁₄H₁₂ClN₃O₅