p-Nitrocinnamonitrile → p-Nitrocinnamamidoxime

HRID 596775ノート

反応式

HRID 596775 の反応式
[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]

参加物

5

反応物 3

HCID 34056p-NitrocinnamonitrileHCID 443297Hydroxyamine hydrochlorideHCID 10942334Sodium Methoxide

生成物 1

HCID 54565412p-Nitrocinnamamidoxime

試薬・触媒・溶媒 1

HCID 787Hydroxylamine溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-9011015699374368ba89bd4336bedf98
出典データセット
uspto-grants-1977_03
特許番号
US04012377

反応ノート

読み込み中…