(2E)-N-(4-nitrophenyl)-3-phenylprop-2-enamide

Base Information

• Chemical Name: (2E)-N-(4-nitrophenyl)-3-phenylprop-2-enamide
• CAS No.: 134430-90-3
• Molecular Formula: C₁₅H₁₂N₂O₃
• Molecular Weight: 268.272
• DSSTox Substance ID: DTXSID001238907
• ChEMBL ID: CHEMBL4443292
• Mol file: 134430-90-3.mol

Synonyms:(2E)-N-(4-nitrophenyl)-3-phenylprop-2-enamide;CHEMBL4443292;SCHEMBL15306486;DTXSID001238907;SMSF0003571;STK031296;AKOS000487780;N-(4-nitrophenyl)-3-phenylacrylamide;CB07347;BIM-0005124.P001;(2E)-N-(4-nitrophenyl)-3-phenyl-2-propenamide;2-Propenamide, N-(4-nitrophenyl)-3-phenyl-, (E)-;134430-90-3

Chemical Property of (2E)-N-(4-nitrophenyl)-3-phenylprop-2-enamide

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 268.08479225
• Heavy Atom Count: 20
• Complexity: 362

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)NC2=CC=C(C=C2)[N+](=O)[O-]
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)NC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of (2E)-N-(4-nitrophenyl)-3-phenylprop-2-enamide

There total 4 articles about (2E)-N-(4-nitrophenyl)-3-phenylprop-2-enamide 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: 68.23%

cinnamoyl chloride (102-92-1,17082-09-6) + 4-nitro-aniline (100-01-6,104810-17-5) → β-Phenylacrylic acid 4-nitroanilide (134430-90-3,74948-33-7)

Guidance literature:

With potassium carbonate; In diethyl ether; at 0 - 20 ℃; for 3.5h;

DOI:10.1155/2015/208910

Reference yield:

trans-cinnamoyl-CoA + 4-nitro-aniline (100-01-6,104810-17-5) → (E)-N-(4-nitrophenyl)cinnamamide (134430-90-3)

Guidance literature:

With N-acyltransferase 11AtAT; In water; at 25 ℃; for 18h; Enzymatic reaction;

Reference yield:

(E)-3-phenylacrylic acid (140-10-3) → (E)-N-(4-nitrophenyl)cinnamamide (134430-90-3)

Guidance literature:

Multi-step reaction with 2 steps

1: ATP; magnesium chloride; 2-amino-2-hydroxymethyl-1,3-propanediol / water / 48 h / 21 °C / pH 8.0 / Enzymatic reaction

2: N-acyltransferase 11AtAT / water / 18 h / 25 °C / Enzymatic reaction

With ATP; 2-amino-2-hydroxymethyl-1,3-propanediol; magnesium chloride; In water;

upstream raw materials:

cinnamoyl chloride

4-nitro-aniline

Cinnamoyl chloride

(E)-3-phenylacrylic acid

Downstream raw materials:

N-benzyl-N-(4-aminophenyl)-3-phenylacrylamide

N-benzyl-4-nitroaniline

2-(4-aminophenyl)-5-phenyl-1,2,4,5-tetrahydro-2-benzazepin-3-one

N¹-benzyl-benzene-1,4-diamine