3-Nitrobenzonitrile → N'-hydroxy-3-nitrobenzenecarboximidamide

HRID 971053

反応式

HRID 971053 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[C:7]#[N:8])([O-:3])=[O:2].C[O-].[Na+].C([O-])(=O)C.[Na+].Cl.[NH2:21][OH:22]>CO.O.C(O)(=O)C>[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[C:7](=[N:21][OH:22])[NH2:8])([O-:3])=[O:2]

参加物

8

反応物 4

HCID 120793-NitrobenzonitrileHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 10942334Sodium Methoxide

生成物 1

HCID 3781554N'-hydroxy-3-nitrobenzenecarboximidamide収率 81.5%

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 887Methanol溶媒2 回HCID 962Water溶媒

実験手順

In a 500-ml flask, place 30.6 g (0.21 m) of 3-nitrobenzonitrile (3a; R2=3-nitrophenyl) and 150 ml of methanol and stir to absolution. Add 48 g (0.22 m) of 25 wt. % sodium methoxide in methanol slowly and stir at room temperature for 1.5 hrs. Add 22.5 ml of acetic acid to make pH of reaction mixture around 6. Add 18.1 g (0.22 m) of sodium acetate and 22 g (0.32 m) of hydroxylamine hydrochloride. After a few minutes with stirring, the reaction mixture becomes thick yellow slurries. Stir the slurries at room temperature for 1 hr. Add 130 ml of water and stir for 15 min. Collect solid, wash with water and dry in air to give 30.5 g (80%) of 3-nitrobenzamidoxime (9a; R=3-nitrophenyl).

後処理

  1. custompH of reaction mixture around 6
  2. stirringAfter a few minutes with stirring
  3. stirringStir the slurries at room temperature for 1 hr
  4. stirringstir for 15 min
  5. customCollect solid
  6. washwash with water
  7. customdry in air

出典と根拠

ORDレコード
ord-db7d8e4507c84ea0930dbc997c215a0f
出典データセット
uspto-grants-2007_12
特許番号
US07312337B2

関連ノート

読み込み中…