N,N-Dibenzylacrylamide

Base Information

• Chemical Name: N,N-Dibenzylacrylamide
• CAS No.: 57625-28-2
• Molecular Formula: C17H17NO
• Molecular Weight: 251.328
• DSSTox Substance ID: DTXSID60451377
• Nikkaji Number: J777.457E
• Wikidata: Q82271368
• Mol file: 57625-28-2.mol

Synonyms:N,N-Dibenzylacrylamide;57625-28-2;N,N-dibenzylprop-2-enamide;2-Propenamide, N,N-bis(phenylmethyl)-;SCHEMBL295841;DTXSID60451377;MIVGZOMJVVQBAO-UHFFFAOYSA-N;AKOS009810511;DS-6301;E77744;EN300-7069296;Z440634184

Chemical Property of N,N-Dibenzylacrylamide

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 251.131014166
• Heavy Atom Count: 19
• Complexity: 268

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)N(CC1=CC=CC=C1)CC2=CC=CC=C2

Technology Process of N,N-Dibenzylacrylamide

There total 9 articles about N,N-Dibenzylacrylamide 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: 100.0%

acryloyl chloride (814-68-6,25189-84-8) + dibenzylamine (103-49-1) → N,N-dibenzylprop-2-enamide (57625-28-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -78 - 20 ℃; for 1.33333h;

Reference yield: 88.0%

acrylic acid (79-10-7) + dibenzylamine (103-49-1) → N,N-dibenzylprop-2-enamide (57625-28-2)

Guidance literature:

With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 5h;

DOI:10.1039/c9ob00699k

Reference yield: 86.0%

pyrrolidine (123-75-1) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-methylpropan-2-aminium 3-(dibenzylamino)-3-oxopropanoate → N,N-dibenzylprop-2-enamide (57625-28-2) + C21H26N2O

Guidance literature:

2-methylpropan-2-aminium 3-(dibenzylamino)-3-oxopropanoate; With citric acid; In water; ethyl acetate; Inert atmosphere; Schlenk technique;

pyrrolidine; formaldehyd; With acetic acid; In N,N-dimethyl acetamide; at 22 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.9b00450

upstream raw materials:

acryloyl chloride

dibenzylamine

acrylic acid

pyrrolidine

Downstream raw materials:

N,N-Dibenzyl-3-(1-hydroxy-cyclohexyl)-propionamide

4-Hydroxy-4-phenyl-pentanoic acid dibenzylamide