n-Methylcinnamamide

Base Information

• Chemical Name: n-Methylcinnamamide
• CAS No.: 2757-10-0
• Molecular Formula: C10H11NO
• Molecular Weight: 161.203
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID50875927
• Nikkaji Number: J370.604D,J578.506E
• Wikidata: Q82857416
• ChEMBL ID: CHEMBL1797870
• Mol file: 2757-10-0.mol

Synonyms:n-methylcinnamamide;(E)-N-methyl-3-phenylprop-2-enamide;2757-10-0;Cinnamamide, N-methyl-;N-Methylbenzeneacrylamide;SCHEMBL975354;SCHEMBL9771943;CHEMBL1797870;DTXSID50875927;2-Propenamide, N-methyl-3-phenyl-;AKOS024241521

Chemical Property of n-Methylcinnamamide

Chemical Property:

• Melting Point: 111 °C
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 287.51°C (rough estimate)
• PKA: 15.46±0.46(Predicted)
• PSA: 29.10000
• Density: 1.0840 (rough estimate)
• LogP: 1.83670
• Water Solubility.: 2.112g/L(temperature not stated)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 161.084063974
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of n-Methylcinnamamide

There total 50 articles about n-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: 94.0%

3-phenyl-N-methoxy-N-methylacrylamide (80783-99-9) → N-methylcinnamamide (2757-10-0)

Guidance literature:

With N¹,N¹,N¹²,N¹²-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1055/s-2008-1078240

Reference yield: 88.0%

C10H10N2O3S2 (1370463-20-9) + [4-(benzylideneamino)phenyl]methanol (783-08-4) → (E)-N-methyl-3-phenyl-acrylamide (2757-10-0,25695-84-5,64330-04-7)

Guidance literature:

In tetrahydrofuran; at 70 ℃; for 24h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201101684

Reference yield: 82.0%

Cinnamoyl chloride (102-92-1,17082-09-6) + methylamine (74-89-5) → (E)-N-methyl-3-phenyl-acrylamide (2757-10-0,25695-84-5,64330-04-7)

Guidance literature:

In water; at 0 ℃; for 0.75h;

DOI:10.1002/adsc.202100198

upstream raw materials:

(1Z,2E)-N-methyl-3-phenylprop-2-en-1-imine oxide

acetic anhydride

potassium acetate

benzaldehyde

Downstream raw materials:

2,3-dibromo-3-phenyl-propionic acid methylamide

Cinnamic acid

(E)-3-phenylacrylic acid

N-methyl-3-phenylpropanamide