N-Methyl-N-phenylpropiolamide

Base Information

• Chemical Name: N-Methyl-N-phenylpropiolamide
• CAS No.: 15249-31-7
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• DSSTox Substance ID: DTXSID30473440
• Nikkaji Number: J1.529.256C
• Wikidata: Q82302834
• Mol file: 15249-31-7.mol

Synonyms:N-Methyl-N-phenylpropiolamide;15249-31-7;2-Propynamide, N-methyl-N-phenyl-;DTXSID30473440

Chemical Property of N-Methyl-N-phenylpropiolamide

Chemical Property:

• Melting Point: 78-79 °C(Solv: isopropyl ether (108-20-3))
• Boiling Point: 240.4±23.0 °C(Predicted)
• PSA: 20.31000
• Density: 1.126±0.06 g/cm3(Predicted)
• LogP: 1.28260
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 207

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of N-Methyl-N-phenylpropiolamide

There total 11 articles about N-Methyl-N-phenylpropiolamide 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: 95.0%

3-triisopropylsilanylpropynoic acid methylphenylamide → N-phenyl-N-methyl-2-propynamide (15249-31-7)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 25 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201502369

Reference yield: 89.1%

→ N-phenyl-N-methyl-2-propynamide (15249-31-7)

Guidance literature:

With benzotriazol-1-ol; N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 ℃;

Reference yield: 83.0%

N-methylaniline (100-61-8) + Propiolic acid (471-25-0) → N-phenyl-N-methyl-2-propynamide (15249-31-7)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1002/adsc.201801203

upstream raw materials:

propiolic acid anhydride

N-methylaniline

N-(2-iodophenyl)-N-methylpropiolamide

N-(2-iodophenyl)propiolamide

Downstream raw materials:

3-iodo-N-methyl-N-phenylpropiolamide

methyl 3-(N-methyl-N-phenylamino)-3-oxopropanoate

ethyl 3-(N-methyl-N-phenylamino)-3-oxopropionate

allyl 3-(methyl(phenyl)amino)-3-oxopropanoate

Refernces

• 1、 -. "New alkyne esters and alkyneamide plant antibacterial agents". Paragraph 0059-0062; 0078. . Retrieved 2022/03/02.
• 2、 Wang, Chang-Sheng,Roisnel, Thierry,Dixneuf, Pierre H.,Soulé, Jean-Fran?ois. "Access to 3-(2-Oxoalkyl)-azaspiro[4.5]trienones via Acid-Triggered Oxidative Cascade Reaction through Alkenyl Peroxide Radical Intermediate". supporting information. p. 445 - 450. Retrieved 2019/01/04.