2-Chloro-3-(4-nitro-phenyl)-propionamide

Base Information

• Chemical Name: 2-Chloro-3-(4-nitro-phenyl)-propionamide
• CAS No.: 18166-61-5
• Molecular Formula: C₉H₉ClN₂O₃
• Molecular Weight: 228.635
• European Community (EC) Number: 651-674-3
• Mol file: 18166-61-5.mol

Synonyms:2-CHLORO-3-(4-NITRO-PHENYL)-PROPIONAMIDE;SCHEMBL7693888;AKOS022278878

Chemical Property of 2-Chloro-3-(4-nitro-phenyl)-propionamide

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 228.0301698
• Heavy Atom Count: 15
• Complexity: 246

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-Chloro-3-(4-nitro-phenyl)-propionamide

There total 4 articles about 2-Chloro-3-(4-nitro-phenyl)-propionamide 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: 98.0%

4-nitrobenzylamine hydrochloride (18600-42-5) + sodium carbonate (497-19-8) + chloroacetyl chloride (79-04-9) → 2-chloro-3-(4-nitro-phenyl)-propionic acid amide (18166-61-5)

Guidance literature:

In dichloromethane; chloroform; water;

Reference yield: 71.0%

4-nitrobenzenediazonium tetrafluoroborate (456-27-9) + 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) → 2-chloro-3-(4-nitro-phenyl)-propionic acid amide (18166-61-5)

Guidance literature:

With copper(II) bis(tetrafluoroborate); sodium chloride; In water; acetone; at 18 - 22 ℃; for 2.5h;

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) + 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) → 2-chloro-3-(4-nitro-phenyl)-propionic acid amide (18166-61-5)

Guidance literature:

With tert.-butylnitrite; copper dichloride; In acetonitrile;

DOI:10.1021/jo00434a018

upstream raw materials:

2-chloro-3-(4-nitrophenyl)propionitrile

4-nitro-aniline

2-propenamide

4-nitrobenzenediazonium tetrafluoroborate

Downstream raw materials:

4-Nitrocinnamoylamid

Refernces

• 1、 Grishchuk, B. D.,Gorbovoi, P. M.,Kudrik, E. Ya.,Ganushchak, N. I.. "REACTIONS OF ARYLDIAZONIUM TETRAFLUOROBORATES WITH ACRYLAMIDE IN THE PRESENCE OF THIOCYANATES, BROMIDES, AND CHLORIDES OF ALKALI METALS AND AMMONIUM". . p. 1620 - 1623. Retrieved 2007/10/02.