1: With phosphorus tribromide T=165°C; 7 h; Inert atmosphereNeat (no solvent); 2: With sodium hydrogencarbonate in water

1: With phosphorus pentabromide; phosphorus oxytribromide T=75°C; Inert atmospherecooling with ice; 2: With ammonia in water Alkaline conditions;

phosphorus pentabromide; phosphorus oxytribromide T=110°C; Inert atmosphere;

1.1: nitrobenzene / 27.5 h / 35 °C / Inert atmosphere 2.1: potassium hexacyanoferrate(III); sodium hydroxide / water / 10 - 20 °C 3.1: phosphorus pentabromide; phosphorus oxytribromide / 20 - 80 °C / Inert atmosphere 3.2: Alkaline conditions 4.1: 120 °C / Inert atmosphere; cooling with ice 5.1: potassium hexacyanoferrate(III); sodium hydroxide / water / 4 - 20 °C 6.1: phosphorus pentabromide; phosphorus oxytribromide / 75 °C / Inert atmosphere; cooling with ice 6.2: Alkaline conditions View Scheme

1.1: potassium hexacyanoferrate(III); sodium hydroxide / water / 10 - 20 °C 2.1: phosphorus pentabromide; phosphorus oxytribromide / 20 - 80 °C / Inert atmosphere 2.2: Alkaline conditions 3.1: 120 °C / Inert atmosphere; cooling with ice 4.1: potassium hexacyanoferrate(III); sodium hydroxide / water / 4 - 20 °C 5.1: phosphorus pentabromide; phosphorus oxytribromide / 75 °C / Inert atmosphere; cooling with ice 5.2: Alkaline conditions View Scheme

1.1: phosphorus pentabromide; phosphorus oxytribromide / 20 - 80 °C / Inert atmosphere 1.2: Alkaline conditions 2.1: 120 °C / Inert atmosphere; cooling with ice 3.1: potassium hexacyanoferrate(III); sodium hydroxide / water / 4 - 20 °C 4.1: phosphorus pentabromide; phosphorus oxytribromide / 75 °C / Inert atmosphere; cooling with ice 4.2: Alkaline conditions View Scheme

1.1: 120 °C / Inert atmosphere; cooling with ice 2.1: potassium hexacyanoferrate(III); sodium hydroxide / water / 4 - 20 °C 3.1: phosphorus pentabromide; phosphorus oxytribromide / 75 °C / Inert atmosphere; cooling with ice 3.2: Alkaline conditions View Scheme

1.1: potassium hexacyanoferrate(III); sodium hydroxide / water / 4 - 20 °C 2.1: phosphorus pentabromide; phosphorus oxytribromide / 75 °C / Inert atmosphere; cooling with ice 2.2: Alkaline conditions View Scheme

1.1: tert-butyl alcohol / 0.25 h / 20 °C / Sonication 1.2: 4.17 h / 40 °C 2.1: phosphorus pentabromide; phosphorus oxytribromide / 110 °C / Inert atmosphere View Scheme