Ammonia → 4-Cyano-3-nitrobenzamide

2 g (9.71 mmol) Methyl 4-cyano-3-nitrobenzoate (Compound II-8) and 60 ml methanol were added into a reaction flask, stirred, and ammonia gas was passed through for 1 hour, then reacted for 8 hours at room temperature. After the reaction was completed, the mixture was concentrated under reduced pressure to evaporate most of the methanol. Then the mixture was extracted with 100 ml ethyl acetate, and the organic layer was washed with water for three times, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to dryness to obtain 1.1 g (5.76 mmol) crude product, which was recrystallized from ethyl acetate-n-hexane to obtain 4-cyano-3-nitrobenzamide (compound I-8), 0.6 g, yield 32.6%.

1. customwas passed through for 1 hour
2. customreacted for 8 hours at room temperature
3. concentrationthe mixture was concentrated under reduced pressure
4. customto evaporate most of the methanol
5. extractionThen the mixture was extracted with 100 ml ethyl acetate
6. washthe organic layer was washed with water for three times
7. dry with materialdried over anhydrous sodium sulfate
8. filtrationfiltered
9. concentrationthe filtrate was concentrated to dryness
10. customto obtain 1.1 g (5.76 mmol) crude product, which
11. customwas recrystallized from ethyl acetate-n-hexane

ORD-Eintrag

ord-159d6e8ca05b432285705867960517a5

Quelldatensatz

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08946478B2