p-Nitrocinnamonitrile → p-Nitrocinnamamidoxime

HRID 596775노트

반응식

HRID 596775 반응식
[N+:1]([C:4]1[CH:13]=[CH:12][C:7]([CH:8]=[CH:9][C:10]#[N:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl.[NH2:15][OH:16].C[O-].[Na+]>NO>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH:8]=[CH:9][C:10](=[N:15][OH:16])[NH2:11])=[CH:12][CH:13]=1)([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 34056p-NitrocinnamonitrileHCID 443297Hydroxyamine hydrochlorideHCID 10942334Sodium Methoxide

생성물 1

HCID 54565412p-Nitrocinnamamidoxime

시약·촉매·용매 1

HCID 787Hydroxylamine용매

실험 절차

p-Nitrocinnamonitrile (8.12 g.) was added at 30° 35° to an anhydrous methanolic hydroxylamine solution (320 ml.) prepared by neutralising hydroxylamine hydrochloride (13.00 g.) with methanolic sodium methoxide. The solution was refluxed for 2.5 hr. and left overnight. Removal of the solvent and washing with water left the crude amidoxime, 7.07 g. (74%), m.p. 184-185° (decomp.). Recrystallisation of a sample from ethanol gave p-nitrocinnamamidoxime as yellow needles, m.p. 184° -186° , λmax. (EtOH) 235.5, 265, 344 nm, (ε 10020, 10000, 14800) (Found: C, 51.7; H, 4.7; N, 20.0. C9H9N3O3 requires C, 52.2; H, 4.4; N, 20.3%).

후처리

  1. temperatureThe solution was refluxed for 2.5 hr
  2. customRemoval of the solvent
  3. washwashing with water
  4. waitleft the crude amidoxime, 7.07 g
  5. customRecrystallisation of a sample from ethanol

출처 및 근거

ORD 기록
ord-9011015699374368ba89bd4336bedf98
출처 데이터셋
uspto-grants-1977_03
특허 번호
US04012377

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