N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-oxopropanamide

Base Information

• Chemical Name: N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-oxopropanamide
• CAS No.: 87310-69-8
• Molecular Formula: C11H7F3N2O2
• Molecular Weight: 256.184
• DSSTox Substance ID: DTXSID20432561
• Nikkaji Number: J1.748.318H
• Mol file: 87310-69-8.mol

Synonyms:N-[4-CYANO-3-(TRIFLUOROMETHYL)PHENYL]-2-OXOPROPANAMIDE;87310-69-8;SCHEMBL5664793;DTXSID20432561;FT-0665311;N-(4-Cyano-3-trifluoromethyl-phenyl)-2-oxo-propionamide

Chemical Property of N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-oxopropanamide

Chemical Property:

• Melting Point: 147-1480C
• PKA: 9.71±0.70(Predicted)
• PSA: 69.96000
• Density: 1.401g/cm3
• LogP: 2.17758
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 256.04596196
• Heavy Atom Count: 18
• Complexity: 397

Purity/Quality:

99%+ ^*data from raw suppliers

N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-oxopropanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(=O)NC1=CC(=C(C=C1)C#N)C(F)(F)F
• Uses: N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-oxopropanamide (cas# 87310-69-8) is a compound useful in organic synthesis.

Technology Process of N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-oxopropanamide

There total 2 articles about N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-oxopropanamide 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: 81.0%

4-amino-2-trifluoromethylbenzonitrile (654-70-6) + 2-oxo-propionic acid (127-17-3) → N-(4-cyano-3-trifluoromethyl-phenyl)-2-oxo-propionamide (87310-69-8)

Guidance literature:

With thionyl chloride; In N,N-dimethyl acetamide; at 20 ℃; for 0.166667h;

DOI:10.1055/s-2002-28508

Reference yield:

4-amino-2-trifluoromethylbenzonitrile (654-70-6) + pyruvoyl chloride (5704-66-5) → N-(4-cyano-3-trifluoromethyl-phenyl)-2-oxo-propionamide (87310-69-8)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 14h;

DOI:10.1021/jm060847r

Reference yield: 95.0%

1-(methylsufonyl)-4-fluorobenzene (455-15-2) + N-(4-cyano-3-trifluoromethyl-phenyl)-2-oxo-propionamide (87310-69-8) → Bicalutamide (90357-06-5)

Guidance literature:

1-(methylsufonyl)-4-fluorobenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.333333h;

N-(4-cyano-3-trifluoromethyl-phenyl)-2-oxo-propionamide; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1021/jm060847r

upstream raw materials:

4-amino-2-trifluoromethylbenzonitrile

2-oxo-propionic acid

pyruvoyl chloride

Downstream raw materials:

Bicalutamide

C₂₀H₂₀F₃N₃O₄S

S(R)-2-(tert-butylsulfinylimino)-N-(4-cyano-3-(trifluoromethyl)phenyl) propanamide

S(S)-2-(tert-butylsulfinylimino)-N-(4-cyano-3-(trifluoromethyl)phenyl) propanamide