2-Bromobenzamide

Chemical Properties

Beige powder

Uses

2-Bromobenzamide has been used in microwave assisted one-pot synthesis of substituted 3-(phenylmethylene)isoindolin-1-ones, palladium-catalyzed synthesis of phenanthridinones and in the synthesis of new water-soluble iminophosphorane ligand.

Uses

2-Bromobenzamide has been used in:

• microwave assisted one-pot synthesis of substituted 3-(phenylmethylene)isoindolin-1-ones
• palladium-catalyzed synthesis of phenanthridinones
• synthesis of new water-soluble iminophosphorane ligand

Synthesis

34158-72-0

4001-73-4

General procedure for the synthesis of 2-bromobenzamide from 2-bromobenzaldehyde oxime: In a 25 mL Schlenk reaction flask, 2-bromobenzaldehyde oxime (100 mg, 0.5 mmol) and water (1 mL) were added sequentially. Subsequently, [Cp*Ir(H2O)3][OTf] catalyst was added. The reaction mixture was stirred at 110 °C for 12 h and then cooled to room temperature. Water was removed by rotary evaporation and the product was purified by column chromatography. Yield: 80%. Product characterization data: 1H NMR (500 MHz, DMSO-d6) δ 7.88 (br s, 1H, NH2), 7.64-7.58 (m, 2H, ArH), 7.41-7.34 (m, 2H, ArH); 13C NMR (125 MHz, DMSO-d6) δ 169.0, 139.3, 132.7, 130.6, 128.5, 127.5, 118.6.

References

[1] RSC Advances, 2016, vol. 6, # 43, p. 37093 - 37098
[2] Advanced Synthesis and Catalysis, 2009, vol. 351, # 11-12, p. 1807 - 1812
[3] Catalysis Science and Technology, 2014, vol. 4, # 4, p. 988 - 996
[4] Patent: CN104418682, 2016, B. Location in patent: Paragraph 0070-0074
[5] Catalysis Communications, 2015, vol. 60, p. 120 - 123