Acetic Acid → 4-Iodo-N1-methylbenzene-1,2-diamine

Temperatur

70 °C

A mixture of an iron powder (1.7 g), acetic acid (2.2 ml), ethanol (80 ml), and water (25 ml) was stirred at 70° C. To the reaction mixture was added dropwise a mixture of (4-iodo-2-nitro-phenyl)-methyl-amine (2.0 g) and ethanol (20 ml). After that, the mixture was stirred at 70° C. for 6 hours. Then, the reaction mixture was filtrated and thoroughly washed with THF. The resulting filtrate was concentrated under reduced pressure. To the resulting residue was poured saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 4-iodo-N1-methyl-benzene-1,2-diamine (1.6 g)

1. additionTo the reaction mixture was added dropwise
2. stirringAfter that, the mixture was stirred at 70° C. for 6 hours
3. filtrationThen, the reaction mixture was filtrated
4. washthoroughly washed with THF
5. concentrationThe resulting filtrate was concentrated under reduced pressure
6. additionTo the resulting residue was poured saturated aqueous sodium hydrogen carbonate solution
7. extractionthe mixture was extracted with ethyl acetate
8. dry with materialThe organic layer was dried over sodium sulfate
9. concentrationconcentrated under reduced pressure

ORD-Eintrag

ord-7b8abcb2b17845a2a4b48162a91f949a

Quelldatensatz

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09403771B2