4-(Dimethylamino)benzamide

General MW procedure: A mixture of Sc(OTf)General procedure: Ni NPs/HT (0.05 g) is placed in a heavy-walled pressure tube, followed by the addition of water (4 ml) and benzonitrile (1 mmol), and the reaction mixture is vigorously stirred at 120 °C in an oil bath for the specified time in tables. The progress of the reaction in each case was monitored by TLC analysis. After completion of the reaction, the reaction mixture is extracted with ethyl acetate, after the extraction, the catalyst is removed by filtration, and the filtrate is cooled to 0 °C, and white crystals are precipitated from the filtrate. The crystalline product was obtained by simple filtration and dried in vacuo at room temperature to give analytically amide product. In cases where the product not precipitated out, the reaction mixture was extracted with ethyl acetate, subsequent purification by column chromatography on silica gel provided amide product.#10;#10;General procedure: Two milli liter water at room temperature was added to astirred mixture of nitrile (1mmol) and catalyst (40mg) thenheated with an oil bath maintained at 110°C, and stirred. After completion of the reaction (monitored by TLC), thecatalyst was removed from the reaction mixture by externalmagnet. Then the mixture was extracted with ethyl acetate, subsequently purified by column chromatography on silicagel to provide the corresponding amide products.2.31 g (15.8 mmol) of recrystallized 4-dimethyl- benzonitrile are dissolved in 10 ml of DMSO in a two- necked flask with a magnetic stirrer bar, dropping thnnel and reflux condenser. 0.32 g (2.3 mmol) of K2C03 are added to the light-brown solution. 1.9 ml of a 35percent H202 solution (18.6 mmol in water) are slowly added dropwise at ambient temperature inside 5 mm. A white solid precipitates in the course of this. After the addition, stirring is carried out at ambient temperature under reflux for a thrther 45 mm. During this phase, the temperature briefly rises. So much white solid is formed that the magnetic stirrer bar no longer moves. For the workup, 50 ml of deionized water are added to the batch and the mush is homogenized with a spatula. The solid is separated via a sintered glass flannel and washed with 3x20 ml of deionized watet The solid is dried in a desiccator under vacuum at ambient temperature over CaC12. The product is obtained as a white solid. Yield: 2.42 g. ‘H NMR (d5-DMSO) ppm: 2.95 (s, 6H), 6.67 (d, 2H), 6.89 (br. s, NH), 7.60 (br. s, NH), 7.73 (d, 2H).General procedure: 0.6 mmol benzonitrile and 0.6 mmol DMSO were solved in 3 mL EtOH and pumped into inlet A, 50 μL 1 M NaOH (aq) solved in 1 mL EtOH and pumped into inlet B, 30percent HGeneral procedure: To a 25 mL round-bottom flask equipped with a magnetic stirrer were added aldoximes (5 mmol), copper(II) acetate (45 mg, 0.25 mmol), acetonitrile (10 mg, 0.25 mmol) and EtOH (15 mL). The mixture was stirred for 4–8 h at 78 °C or for 12 h at room temperature. After removal of the solvent, the residue was purified by column chromatography to afford the desired product.General procedure: Oxalyl chloride (50 mmol) was added dropwise into a stirred solution of the appropriate benzoic acid (30 mmol) indry DCM (50 mL) under a nitrogen atmosphere at 0 °C, followed by addition of 2–3 drops of DMF. Each mixture was refluxed by heating for 4 to 5 h. After cooling, the volatile components of the mixtures were evaporated in vacuo to give light brown oils. Residual oxalyl chloride was removed under reduced pressure. The acid chloride products were each dissolved in dry EtOAc (50 mL) and added dropwise into an ice-cold mixture of EtOAc (250 mL) and 30percent (v/v) conc. NH

Molecular Weight:164.20
XLogP3:1.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:164.094963011
Monoisotopic Mass:164.094963011
Topological Polar Surface Area:46.3
Heavy Atom Count:12
Complexity:160
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes