N-Methyl-3-phenylprop-2-ynamide

Base Information

• Chemical Name: N-Methyl-3-phenylprop-2-ynamide
• CAS No.: 26218-49-5
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• DSSTox Substance ID: DTXSID70542265
• Nikkaji Number: J2.725.454C
• Wikidata: Q82418867
• Mol file: 26218-49-5.mol

Synonyms:26218-49-5;SCHEMBL4554708;DTXSID70542265;N-Methyl-3-phenylprop-2-ynamide

Chemical Property of N-Methyl-3-phenylprop-2-ynamide

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 215

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-Methyl-3-phenylprop-2-ynamide

There total 6 articles about N-Methyl-3-phenylprop-2-ynamide 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: 48.0%

N-<2-(methoxycarbonyl)ethyl>-N-methyl-3-phenylpropynamide (98217-46-0) → N-methyl-3-phenylprop-2-ynamide (26218-49-5) + 4-(methoxycarbonyl)-1-methyl-2-oxo-3-benzylidenepyrrolidine + 4-(methoxycarbonyl)-1-methyl-2-oxo-3-benzyl-3-pyrroline

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at -69 ℃; for 0.25h;

DOI:10.1021/jo00221a005

Reference yield:

phenylpropiolyl chloride (7299-58-3) → N-methyl-3-phenylprop-2-ynamide (26218-49-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / tetrahydrofuran / 0.75 h / 0 °C

2: 39 percent / t-BuOK / dimethylformamide / 0.25 h / -69 °C

With potassium tert-butylate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00221a005

Reference yield:

phenylpropyolic acid (637-44-5) → N-methyl-3-phenylprop-2-ynamide (26218-49-5)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / 3 h / 60 °C

2: Et₃N / tetrahydrofuran / 0.75 h / 0 °C

3: 39 percent / t-BuOK / dimethylformamide / 0.25 h / -69 °C

With thionyl chloride; potassium tert-butylate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00221a005

upstream raw materials:

N-<2-(methoxycarbonyl)ethyl>-N-methyl-3-phenylpropynamide

phenylpropiolyl chloride

phenylpropyolic acid

methylamine

Downstream raw materials:

5-benzylidene-3-methyl-2-methylimino-thiazolidin-4-one

(E)-5-methoxy-3-((4-methoxyphenyl)(phenyl)methylene)-1-methylindolin-2-one

(Z)-3-(chloro(phenyl)methylene)-5-phenyldihydrofuran-2(3H)-one

N-methylcinnamamide