N-(2-Bromophenyl)acetamide

A solution of 2-bromoaniline (22.0 g, 12.8 mmol), acetic anhydride (13.06 g, 12.8 mmol) and a catalytic amount of DMAP in CHGeneral procedure: To a solution of 4-bromoanisole (200.8 mg, 1.09 mmol, 1.0 equiv) in acetonitrile (2 mL) was added N-chlorosuccinimide(NCS) (158.3 mg, 1.19 mmol, 1.1 equiv) at rt to give a slightly cloudy mixture. Chlorotrimethylsilane (TMSCl) (14 μL, 0.11 mmol, 0.1 equiv) was then added drop-wise to the reaction mixture. Within a few minutes, the reaction mixture became clear pale yellow solution. The mixture continued to stir at rt for 1 h and was diluted with hexane. The biphasic mixture was concentrated on a rotary evaporator to a crude white solid-oil mixture. This mixture was taken up in hexane and filtered through a short plug of SiO2 and eluted with 5-10percent EtOAc-hexane solution. The clear filtrate was concentrated to obtain a mixture of 4-bromo-2-chloro-1-methoxybenzene (2a-Cl) and 2, 4-dichloro-1-methoxybenzene (2a-diCl) 237.0 mg (88percent of 2a-Cl and 11percent of 2a-diCl, based on NMR ratio 2a-Cl: 2a-diCl = 7.1: 1.0; as a pale yellow solid).General procedure: A mixture of ketoxime 1 (1.0 mmol), CBrC. General procedure: To a solution of o-iodoaniline(2 mmol) in dry toluene (10 mL), acid chloride (2.4 mmol) was addedand the resulting mixture was stirred at room temperature for 3 h. Then, dichloromethane(20 mL) and HCl (1N, 20 mL) were added. The organic layer was separated and driedover anhydrous NaGeneral procedure: To a mixture of aromatic or aliphatic or heterocyclic amine (3.0 mmol, 1.0 equiv.), Imidazolium chloride (1.0 mmol, 0.3 equiv.), N, N-Dimethyl acetamide (2.0 mL) was added. The mixture was refluxed at 150 °C and the progress of the reaction was monitored by TLC visualized with UV short wavelength followed by iodine stain. After completion, the mixture was diluted with cold water(10 mL) then extracted with EtOAc (10 mL). The EtOAc layer was washed with 1 M hydrochloric acid (3.0 15 mL). Adsorption of pigment with activated carbon, filtration of filtrate. The filtrate was dried over anhydrous Na2SO4 and concentrated under vacuum to obtain crude N-acetamide amine, the N-acetamide amine product was isolated by column chromatography eluting with petroleum ether:ethyl acetate (10:1) mixtures.General procedure: TMSCl (0.1 mL, 0.8 mmol) and KI (132 mg, 0.8 mmol) was dissolved in CH

Molecular Weight:214.06
XLogP3:1.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:212.97893
Monoisotopic Mass:212.97893
Topological Polar Surface Area:29.1
Heavy Atom Count:11
Complexity:149
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes