N-(3-Methoxyphenyl)Cinnamamide

Base Information

• Chemical Name: N-(3-Methoxyphenyl)Cinnamamide
• CAS No.: 127033-74-3
• Molecular Formula: C16H15NO2
• Molecular Weight: 253.301
• European Community (EC) Number: 815-522-1
• Nikkaji Number: J812.014E,J103.559B
• ChEMBL ID: CHEMBL2336356
• Mol file: 127033-74-3.mol

Synonyms:N-(3-Methoxyphenyl)Cinnamamide;127033-74-3;N-(CINNAMOYL)-3-METHOXYANILINE;15116-41-3;(2E)-N-(3-methoxyphenyl)-3-phenylprop-2-enamide;2-Propenamide, N-(3-methoxyphenyl)-3-phenyl-;(E)-N-(3-Methoxyphenyl)-3-phenyl-2-propenamide;(E)-N-(3-methoxyphenyl)-3-phenylprop-2-enamide;CHEMBL2336356;(E)-N-(3-METHOXY-PHENYL)-3-PHENYL-ACRYLAMIDE;m-Cinnamanisidide;Brexpiprazole Impurity 10;PhthalamicAcid;SCHEMBL247432;GVTLFGJNTIRUEG-ZHACJKMWSA-N;BDBM50429761;MFCD00684323;STK018620;AKOS003241002;CCG-356429;N-(3-methoxyphenyl)-3-phenylacrylamide;DS-12414;F13054;AB00081071-01;A921166;SR-01000205159;SR-01000205159-1;(2E)-N-(3-Methoxyphenyl)-3-phenyl-2-propenamide #;2-Propenamide, N-(3-methoxyphenyl)-3-phenyl-, (2E)-

Chemical Property of N-(3-Methoxyphenyl)Cinnamamide

Chemical Property:

• Vapor Pressure: 9.45E-09mmHg at 25°C
• Melting Point: 118-120°C
• Boiling Point: 463°C at 760 mmHg
• PKA: 13.52±0.70(Predicted)
• Flash Point: 233.8°C
• PSA: 38.33000
• Density: 1.176
• LogP: 3.42010
• Storage Temp.: 2-8°C
• Solubility.: DMSO
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 253.110278721
• Heavy Atom Count: 19
• Complexity: 308

Purity/Quality:

97% ^*data from raw suppliers

N-(Cinnamoyl)-3-methoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)NC(=O)C=CC2=CC=CC=C2
• Isomeric SMILES: COC1=CC=CC(=C1)NC(=O)/C=C/C2=CC=CC=C2
• Uses: N-(Cinnamoyl)-3-methoxyaniline (cas# 127033-74-3) is a compound useful in organic synthesis.

Technology Process of N-(3-Methoxyphenyl)Cinnamamide

There total 3 articles about N-(3-Methoxyphenyl)Cinnamamide 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%

m-Anisidine (536-90-3,918666-97-4) + Cinnamoyl chloride (102-92-1,17082-09-6) → (2E)-N-(3-methoxyphenyl)-3-phenylacrylamide (127033-74-3)

Guidance literature:

With potassium carbonate; In water; acetone; for 0.5h;

Reference yield: 95.0%

cinnamoyl chloride (102-92-1,17082-09-6) + m-Anisidine (536-90-3,918666-97-4) → (2E)-N-(3-methoxyphenyl)-3-phenylacrylamide (127033-74-3)

Guidance literature:

With potassium carbonate; In acetone; at 0 ℃; for 0.5h;

DOI:10.1055/s-1997-1505

Reference yield:

(E)-3-phenylacrylic acid (140-10-3) → (2E)-N-(3-methoxyphenyl)-3-phenylacrylamide (127033-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / dichloromethane / 6 h / Reflux

2: dichloromethane / 4 h / Reflux

With thionyl chloride; In dichloromethane;

DOI:10.1021/acs.jmedchem.5b00599

upstream raw materials:

m-Anisidine

Cinnamoyl chloride

cinnamoyl chloride

(E)-3-phenylacrylic acid

Downstream raw materials:

7-hydroxy-1H-quinolin-2-one

3'-hydroxy-3,3-diphenylpropionanilide