N,2,3-triphenylacrylamide

Base Information

• Chemical Name: N,2,3-triphenylacrylamide
• CAS No.: 20432-30-8
• Molecular Formula: C21H17NO
• Molecular Weight: 299.372
• DSSTox Substance ID: DTXSID901233728
• ChEMBL ID: CHEMBL1483175
• Mol file: 20432-30-8.mol

Synonyms:N,2,3-triphenylacrylamide;MLS000572940;(E)-N,2,3-triphenylprop-2-enamide;CHEMBL1483175;SCHEMBL11665349;CHEBI:111197;DTXSID901233728;HMS2305N05;AKOS002957698;SMR000195247;(2E)-N,2,3-Triphenyl-2-propenamide #;Benzeneacetamide, N-phenyl-.alpha.-(phenylmethylene)-;(alphaE)-N-Phenyl-alpha-(phenylmethylene)benzeneacetamide;20432-30-8

Chemical Property of N,2,3-triphenylacrylamide

Chemical Property:

• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 299.131014166
• Heavy Atom Count: 23
• Complexity: 396

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=C(C2=CC=CC=C2)C(=O)NC3=CC=CC=C3
• Isomeric SMILES: C1=CC=C(C=C1)/C=C(\C2=CC=CC=C2)/C(=O)NC3=CC=CC=C3

Technology Process of N,2,3-triphenylacrylamide

There total 25 articles about N,2,3-triphenylacrylamide 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: 95.0%

phenyl isocyanate (103-71-9) + diphenyl acetylene (501-65-5) → (E)-α,β-Diphenylacrylsaeure-anilid (20432-30-8)

Guidance literature:

diphenyl acetylene; With titanium(IV) isopropylate; isopropylmagnesium chloride; In diethyl ether; at -78 - -50 ℃; for 0.5h; Inert atmosphere; Sealed tube;

phenyl isocyanate; In diethyl ether; at -78 ℃; for 1h; stereoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.6b02537

Reference yield: 82.0%

(Z)-2-bromo-N,3-diphenylacrylamide + phenylboronic acid (98-80-6) → (E)-α,β-Diphenylacrylsaeure-anilid (20432-30-8)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenylphosphine; In toluene; at 100 ℃; for 12h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.0c01903

Reference yield: 66.0%

diphenylcyclopropenone (886-38-4) + phenol (108-95-2,27073-41-2) → (E)-α,β-Diphenylacrylsaeure-anilid (20432-30-8)

Guidance literature:

With palladium diacetate; potassium carbonate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; In dichloromethane; at 60 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.0c02700

upstream raw materials:

(E)-2,3-diphenylpropenoic acid

(2RS,3SR)-3-(N-acetyl-anilino)-2,3-diphenyl-propionic acid

Acetanilid

benzaldehyde

Downstream raw materials:

3-phenyl-1H-quinolin-2-one