تفاعل #162994

معادلة التفاعل

Potassium carbonate

hydroxylamine hydrochloride

4-nitrobenzonitrile

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title product

المردود 86.9%

N′-hydroxy-4-nitrobenzimidamide

المردود 86.9%

المذيبات

EtOAc

ظروف التفاعل

المعالجة

1. 1
   أخرىAfter completion of the reaction the solvent
2. 2
   أخرىwas evaporated
3. 3
   أخرىthe crude so obtained
4. 4
   غسيلwashed with water, brine
5. 5
   تجفيفdried by sodium sulfate
6. 6
   تركيزconcentrated
7. 7
   أخرىto give a solid
8. 8
   أخرىpurified by column chromatography
9. 9
   أخرىfurther recrystallized from EtOAc

الإجراء التجريبي

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).

المصدر