Potassium Carbonate → N-Hydroxy-4-nitrobenzimidamide

HRID 75812

반응식

HRID 75812 반응식
C(=O)([O-])[O-].[K+].[K+].Cl.[NH2:8][OH:9].[N+:10]([C:13]1[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=1)([O-:12])=[O:11]>CCOC(C)=O>[OH:9][N:8]=[C:17]([NH2:18])[C:16]1[CH:15]=[CH:14][C:13]([N+:10]([O-:12])=[O:11])=[CH:20][CH:19]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 120904-NitrobenzonitrileHCID 443297Hydroxyamine hydrochloride

생성물 1

HCID 3825473N-Hydroxy-4-nitrobenzimidamide수율 86.88%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
80 °C

실험 절차

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).

후처리

  1. customAfter completion of the reaction the solvent
  2. customwas evaporated
  3. customthe crude so obtained
  4. washwashed with water, brine
  5. dry with materialdried by sodium sulfate
  6. concentrationconcentrated
  7. customto give a solid
  8. custompurified by column chromatography
  9. customfurther recrystallized from EtOAc

출처 및 근거

ORD 기록
ord-7fd2556d99c845808d545772b2cd8c05
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835428B2

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