N-(2-Hydroxyethyl)-4-methylcinnamamide

Base Information

• Chemical Name: N-(2-Hydroxyethyl)-4-methylcinnamamide
• CAS No.: 30687-31-1
• Molecular Formula: C12H15 N O2
• Molecular Weight: 205.257
• Hs Code.: 2924299090
• Nikkaji Number: J48.431H,J3.268.432G
• Wikidata: Q76325828
• ChEMBL ID: CHEMBL549922
• Mol file: 30687-31-1.mol

Synonyms:BRN 2258368;N-(2-Hydroxyethyl)-4-methylcinnamamide;CINNAMAMIDE, N-(2-HYDROXYETHYL)-4-METHYL-;2-Propenamide, N-(2-hydroxyethyl)-3-(4-methylphenyl)-;30687-31-1;CHEMBL549922;AKOS008930158;LS-53969;N-(2-Hydroxyethyl)-4-methyl-trans-cinnamamide;N-(2-Hydroxyethyl)-3-(4-methylphenyl)propenamide

Chemical Property of N-(2-Hydroxyethyl)-4-methylcinnamamide

Chemical Property:

• Vapor Pressure: 7.65E-09mmHg at 25°C
• Boiling Point: 448.9°Cat760mmHg
• Flash Point: 225.3°C
• PSA: 52.82000
• Density: 1.12g/cm³
• LogP: 1.95700
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 218

Purity/Quality:

(2E)-N-(2-HYDROXYETHYL)-3-(4-METHYLPHENYL)PROP-2-ENAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C=CC(=O)NCCO
• Isomeric SMILES: CC1=CC=C(C=C1)/C=C/C(=O)NCCO

Technology Process of N-(2-Hydroxyethyl)-4-methylcinnamamide

There total 5 articles about N-(2-Hydroxyethyl)-4-methylcinnamamide 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: 91.0%

3-p-tolyl-acrylic acid methyl ester (20754-20-5) + ethanolamine (141-43-5) → (E)-N-(2-hydroxyethyl)-4-methylcinnamamide (30687-31-1)

Guidance literature:

With sodium carbonate; In methanol; at 80 ℃; for 2h; regioselective reaction;

DOI:10.1016/j.tetlet.2013.10.086

Reference yield:

trans-p-methylcinnamic acid (1866-39-3,940-61-4) + ethanolamine (141-43-5) → (E)-N-(2-hydroxyethyl)-4-methylcinnamamide (30687-31-1)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.bioorg.2021.104903

Reference yield:

4-methylcinnamic acid (1866-39-3,940-61-4) + ethanolamine (141-43-5) → (Z)-N-(2-Hydroxy-ethyl)-3-p-tolyl-acrylamide (30687-31-1)

Guidance literature:

4-methylcinnamic acid; With triethylamine; methyl chloroformate; In dichloromethane; at 20 ℃; Cooling with ice;

ethanolamine; In dichloromethane; at 20 ℃; Cooling with ice;

DOI:10.1016/j.ejmech.2009.02.015

upstream raw materials:

4-methylcinnamic acid

ethanolamine

3-p-tolyl-acrylic acid methyl ester

trans-p-methylcinnamic acid

Refernces

• 1、 Garg, Parul,Milton, Marilyn Daisy. "Sodium carbonate mediated regioselective synthesis of novel N-(hydroxyalkyl)cinnamamides Dedicated to Dr. Sunita Dhingra on her 65th birthday". supporting information. p. 7074 - 7077. Retrieved 2013/12/04.