Ammonium Chloride → 3-(3-amino-4-fluorobenzylidene)-3H-isobenzofuran-1-one

HRID 459756ノート

反応式

HRID 459756 の反応式
[F:1][C:2]1[CH:18]=[CH:17][C:5]([CH:6]=[C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9](=[O:16])[O:8]2)=[CH:4][C:3]=1[N+:19]([O-])=O.[Cl-].[NH4+]>[Fe].O>[NH2:19][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][C:2]=1[F:1])[CH:6]=[C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[O:16])[O:8]1

参加物

5

反応物 2

HCID 25517Ammonium ChlorideHCID 686245893-(4-fluoro-3-nitrobenzylidene)-3H-isobenzofuran-1-one

生成物 1

HCID 686227473-(3-amino-4-fluorobenzylidene)-3H-isobenzofuran-1-one

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

A stirred mixture of the above crude 3-(4-fluoro-3nitrobenzylidene)-3H-isobenzofuran-1-one (23.5 g), industrial methylated spirit (400 ml), water (300 ml) and ammonium chloride (8.81 g, 0.165 mol) was heated to 70° C., and iron powder (46.0 g, 0.824 gatom) was added in portions. When the addition was complete, the stirred mixture was heated at 70° C. for a further 2 hours, then it was filtered while hot through Celite. The collected inorganic solids were washed with hot industrial methylated spirit (6×200 ml), then the filtrate and washings were combined and the solvent was removed in vacuo. The residue was triturated with water (300 ml) and the resulting solid was collected by filtration and dried in vacuo for 24 hours to give crude 3-(3-amino-4-fluorobenzylidene)-3H-isobenzofuran-1-one as a yellow solid, m/z (M+H)+. 256, 100% purity, which was used directly in the next stage.

後処理

  1. additionWhen the addition
  2. temperaturethe stirred mixture was heated at 70° C. for a further 2 hours
  3. filtrationit was filtered while hot through Celite
  4. washThe collected inorganic solids were washed with hot industrial methylated spirit (6×200 ml)
  5. customthe solvent was removed in vacuo
  6. customThe residue was triturated with water (300 ml)
  7. filtrationthe resulting solid was collected by filtration
  8. customdried in vacuo for 24 hours

出典と根拠

ORDレコード
ord-395bd31dc99b41bf942731b9f00a0db7
出典データセット
uspto-grants-2007_03
特許番号
US07196085B2

反応ノート

読み込み中…