Acetic Acid → 3-bromo-N2-methyl-5-trifluoromethylbenzene-1,2-diamine

Temperature

70 °C

To a mixture of an iron powder (11 g), acetic acid (12 ml), THF (40 ml), and water (10 ml) was added dropwise a mixture of (2-bromo-6-nitro-4-trifluoromethyl-phenyl)-methyl-amine (10 g) and THF (50 ml) while stirring and heating at 70° C. After that, the mixture was stirred at 70° C. for 3 hours. The resulting reaction mixture was filtered through celite (registered trademark), and washed with THF. The resulting filtrate was concentrated under reduced pressure. To the resulting residue was poured 10% sodium hydroxide aqueous solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure to give 3-bromo-N2-methyl-5-trifluoromethyl-benzene-1,2-diamine (11 g).

1. additionwas added dropwise
2. stirringAfter that, the mixture was stirred at 70° C. for 3 hours
3. customThe resulting reaction mixture
4. filtrationwas filtered through celite (registered trademark)
5. washwashed with THF
6. concentrationThe resulting filtrate was concentrated under reduced pressure
7. additionTo the resulting residue was poured 10% sodium hydroxide aqueous solution
8. extractionthe mixture was extracted with ethyl acetate
9. dry with materialThe organic layer was dried over magnesium sulfate
10. concentrationconcentrated under reduced pressure

ORD record

ord-976620fe9df8403c84dabbf3e61dac82

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09403771B2