Nitrobenzene → 3,6-Dibromo-2-phenylazo-phenylamine

Temperature

160 °C

3,6-dibromo-1,2-phenylenediamine (1.33 g, 5.0 mmol), nitrobenzene (2.06 mL, 20 mmol), and sodium hydroxide (0.20 g, 5 mmol) were mixed in an 1-neck 100-mL round bottomed flask. The flask was heated in an oil bath at 160° C. for 3 h. The mixture was cooled to room temperature and dichloromethane was added to extract the product. The extract was filtered and the solution concentrated using a rotary evaporator. The solution was chromatographed on a silica gel column using dichloromethane as eluent. The fractions were combined and solvent removed under reduced pressure. The solid was further dried under high vacuum for 1 h. Yield: 3.5%.

1. temperatureThe mixture was cooled to room temperature
2. extractionto extract the product
3. filtrationThe extract was filtered
4. concentrationthe solution concentrated
5. customa rotary evaporator
6. customThe solution was chromatographed on a silica gel column
7. customsolvent removed under reduced pressure
8. customThe solid was further dried under high vacuum for 1 h

ORD record

ord-23b7854f47a84d968dec245f55e57f77

Source dataset

uspto-grants-2010_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07714099B2