3-(3-Nitrophenyl)-2-propenamide

Base Information

• Chemical Name: 3-(3-Nitrophenyl)-2-propenamide
• CAS No.: 1664-58-0
• Molecular Formula: C₉H₈N₂O₃
• Molecular Weight: 192.174
• DSSTox Substance ID: DTXSID801304598
• Mol file: 1664-58-0.mol

Synonyms:3-(3-Nitrophenyl)-2-propenamide;DTXSID801304598;1664-58-0

Chemical Property of 3-(3-Nitrophenyl)-2-propenamide

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 192.05349212
• Heavy Atom Count: 14
• Complexity: 257

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 3-(3-Nitrophenyl)-2-propenamide

There total 3 articles about 3-(3-Nitrophenyl)-2-propenamide 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: 90.0%

m-nitrobromobenzene (585-79-5) + 2-propenamide (79-06-1,12624-24-7,25038-45-3,27754-57-0,33338-03-3,39387-77-4,68247-81-4,9082-06-8,79079-15-5) → 3-nitrocinnamide (1664-58-0)

Guidance literature:

With tributyl-amine; tetrabutylammomium bromide; In neat (no solvent); at 120 ℃; for 10h; Inert atmosphere;

DOI:10.1007/s10562-013-1013-7

Reference yield: 55.0%

m-Nitrocinnamic Acid (555-68-0,1772-76-5) → 3-nitrocinnamide (1664-58-0)

Guidance literature:

m-Nitrocinnamic Acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.5h;

With ammonium hydroxide; In water; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2009.12.010

Reference yield:

→ 3-nitrocinnamide (1664-58-0)

Guidance literature:

aus α-Chlor-β-(m-nitro-phenyl)-propionsaeureamid (Triaethylamin);

upstream raw materials:

m-Nitrocinnamic Acid

m-nitrobromobenzene

2-propenamide

Downstream raw materials:

3-nitro-cinnamic acid chloroamide

3-Nitroacetophenone

3-(3-aminophenyl) propionamide

2-(3-nitrophenyl)acetaldehyde