反応 #162994

反応方程式

Potassium carbonate

hydroxylamine hydrochloride

4-nitrobenzonitrile

→

title product

収率 86.9%

N′-hydroxy-4-nitrobenzimidamide

収率 86.9%

溶媒

EtOAc

反応条件

後処理

1. 1
   その他After completion of the reaction the solvent
2. 2
   その他was evaporated
3. 3
   その他the crude so obtained
4. 4
   洗浄washed with water, brine
5. 5
   乾燥dried by sodium sulfate
6. 6
   濃縮concentrated
7. 7
   その他to give a solid
8. 8
   その他purified by column chromatography
9. 9
   その他further recrystallized from EtOAc

実験手順

Potassium carbonate and hydroxylamine hydrochloride were added to an ethanolic solution of 4-nitrobenzonitrile. The solution was refluxed at 80° C. for 5 hours. After completion of the reaction the solvent was evaporated and the crude so obtained was dissolved in EtOAc and washed with water, brine, then dried by sodium sulfate and concentrated to give a solid. It was the purified by column chromatography and further recrystallized from EtOAc: petroleum ether to obtain the title product in 86.88% yield. 1H NMR (DMSO-d6) δ: 6.071 (s, 2H, NH2) 8.24 (d, 2H, CH), 8.317 (d, 2H, CH), 10.138 (S, 1H, OH), ms (m/z) 180 (M−−H).

出典