N,3-diphenylprop-2-ynamide

Base Information

• Chemical Name: N,3-diphenylprop-2-ynamide
• CAS No.: 7342-02-1
• Molecular Formula: C15H11NO
• Molecular Weight: 221.258
• NSC Number: 203163
• DSSTox Substance ID: DTXSID50308341
• Nikkaji Number: J1.033.966I
• Wikidata: Q82056170
• Mol file: 7342-02-1.mol

Synonyms:N,3-diphenylprop-2-ynamide;7342-02-1;NSC203163;N,3-Diphenylpropiolamide;SCHEMBL1250;N,3-Diphenyl-2-propynamide;N-phenyl-3-phenylpropiolamide;N,3-di-phenylprop-2-ynamide;N,3-Diphenyl-2-propynamide #;RVNDDFOOGMHHRS-UHFFFAOYSA-;DTXSID50308341;3-phenyl-propynoic acid phenylamide;NSC-203163;InChI=1/C15H11NO/c17-15(16-14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-10H,(H,16,17)

Chemical Property of N,3-diphenylprop-2-ynamide

Chemical Property:

• Density: 1.17g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 221.084063974
• Heavy Atom Count: 17
• Complexity: 310

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CC(=O)NC2=CC=CC=C2

Technology Process of N,3-diphenylprop-2-ynamide

There total 19 articles about N,3-diphenylprop-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: 98.0%

aniline (62-53-3) + phenylpropyolic acid (637-44-5) → 3-phenylpropynoic acid phenylamide (7342-02-1)

Guidance literature:

With 1-ethyl-piperidine; N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; In dichloromethane; at 20 - 25 ℃; for 1h;

DOI:10.1055/s-1984-30857

Reference yield: 97.0%

phenyl isocyanate (103-71-9) + phenylacetylene (536-74-3) → 3-phenylpropynoic acid phenylamide (7342-02-1)

Guidance literature:

phenylacetylene; With trimethylaluminum; triethylamine; In toluene; at 60 ℃; for 6h;

phenyl isocyanate; In toluene; at -78 ℃; for 1h; Temperature; Solvent; Catalytic behavior; Inert atmosphere;

DOI:10.1039/d1ob01990b

Reference yield: 96.0%

N,3-diphenyl-N-((trifluoromethyl)sulfonyl)propiolamide + aniline (62-53-3) → 3-phenylpropynoic acid phenylamide (7342-02-1)

Guidance literature:

In acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2019.05.027

upstream raw materials:

phenylethynylmagnesium bromide

phenyl isocyanate

phenylpropiolyl chloride

aniline

Downstream raw materials:

C₁₆H₉⁽²⁾H₄NO₂

3-(hydroxy(phenyl)methylene)-1-methylindolin-2-one

1-benzyl-3-(hydroxy(phenyl)methylene)indolin-2-one

C₁₇H₁₂F₃NO₄S

Refernces

• 1、 Cho, Soohong,Lee, Yeonjoo,Lee, Kyeongmin,Lee, Hwiwoong,Lee, Yunmi,Jung, Byunghyuck. "Synthesis of alkynamides through reaction of alkyl- or aryl-substituted alkynylaluminums with isocyanates". . p. 139 - 151. Retrieved 2021/12/29.
• 2、 Duan, Lingfei,Jiang, Kai,Zhu, Hua,Yin, Biaolin. "CuCl2-catalyzed highly stereoselective and chemoselective reduction of alkynyl amides into α,β-unsaturated amides using silanes as hydrogen donors". supporting information. p. 365 - 369. Retrieved 2021/01/29.