ChemicalBook CAS DataBase List 4'-Aminobenzanilide

4'-Aminobenzanilide synthesis

15synthesis methods

Product Name:4'-Aminobenzanilide
CAS Number:17625-83-1
Molecular formula:C13H12N2O
Molecular Weight:212.25

100-47-0
368 suppliers
$14.14/25gm:

540-37-4
447 suppliers
$6.00/5g

17625-83-1
140 suppliers
$13.00/500mg

Yield: 85%

Reaction Conditions:

with copper(l) iodide;Acetaldehyde oxime;potassium carbonate;N,N`-dimethylethylenediamine in toluene at 120; for 15 h;Inert atmosphere;Schlenk technique;

Steps:

4.2 General procedure for the synthesis of N-arylamides
General procedure: To a suspension of CuI (9.5 mg, 0.05 mmol), K₂CO₃ (138.2 mg, 1.0 mmol) in toluene (2.0 mL) were added aryl monohalides 1 (0.5 mmol), nitrile 2 (1.0 mmol), DMEDA (8.0 μL, 0.075 mmol), acetaldoxime (92.0 μL, 1.5 mmol) under argon. The reaction mixture was stirred for 15h at 120°C under argon. The solution was cooled to room temperature and the solvent was removed under vacuum. The crude product was purified by column chromatography on silica gel (eluent: petroleum ether/ethyl acetate=5:1) to afford the N-arylamides 3.

References:

Zhang, Dong-Xue;Xiang, Shi-Kai;Hu, Hao;Tan, Wen;Feng, Chun;Wang, Bi-Qin;Zhao, Ke-Qing;Hu, Ping;Yang, Hua [Tetrahedron,2013,vol. 69,# 47,p. 10022 - 10029]