Diisopropylethylamine → 5-bromo-N-methyl-2-nitroaniline

Temperature

60 °C

To a suspension of 4-bromo-2-fluoro-1-nitrobenzene (3.0 g) in acetonitrile (100 mL) was added 3.7 g of methylamine hydrochloride followed by 12 mL of N,N-diisopropylethylamine. The mixture was stirred at 60° C. for 16 hours. After cooling down to room temperature, the reaction mixture was concentrated, dissolved in ethyl acetate (100 mL) and washed 3 times with water, then brine, and dried over sodium sulfate. The solvent was removed under reduced pressure, providing 5-bromo-N-methyl-2-nitroaniline as an orange solid. The product was used in the next step without further purification.

1. temperatureAfter cooling down to room temperature
2. concentrationthe reaction mixture was concentrated
3. dissolutiondissolved in ethyl acetate (100 mL)
4. washwashed 3 times with water
5. dry with materialbrine, and dried over sodium sulfate
6. customThe solvent was removed under reduced pressure

ORD record

ord-0f13cc91b19a4744823c4568279e815f

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08912190B2