3-Bromo-N-phenylbenzamide

General procedure: In a typical experiment a solution containing the palladiumcatalyst (with 6 mol Pd-content) was placed in a Schlenk-tube.Under argon, 0.2 mmol (22.5 l) iodobenzene (1), 0.5 mmol aminereagent, 0.7 mmol (100 l) triethylamine and 1 ml solvent wasadded and the atmosphere was changed to carbon monoxide. Thereaction mixture was heated with stirring in an oil bath at 100Cand was analysed by gas chromatography.General procedure: A mixture of 10 mmol of ketone 1–10, 30 mmol of hydroxylamine hydrochloride, 1 g of silica gel in 8 mL of formic acid was heated at 80° while stirring (TLC monitoring) for the time indicated in the table. Silica gel was filtered from the reaction mixture, the filtrate was diluted with 150 mL of water and neutralized with 20percent solution of NaOH. The separated precipitate of amides 11, 12a, 12b–16a, 16b, and 18a was filtered off, washed with water on the filter, and dried. Amides 17a, 17b, 19a, 19b, and 20 were extracted from the water solution with toluene (3 × 20 mL), the extract was dried with Na2SO4 and evaporated on a rotary evaporator. The prevailing amide isomer obtained from ketones 2–6 was isolated by recrystallization from 2-propanol. Amides 17, 17b and 19, 19b were analyzed as mixtures.

Molecular Weight:276.13
XLogP3:3.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:274.99458
Monoisotopic Mass:274.99458
Topological Polar Surface Area:29.1
Heavy Atom Count:16
Complexity:238
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes