Hydrochloric Acid → 1-(4'-Methoxyphenyl)-1,4-dihydro-indeno[1,2-c] pyrazole

HRID 366385

反応式

HRID 366385 の反応式
O[CH:2]=[C:3]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]1=O.Cl.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][NH2:23])=[CH:18][CH:17]=1.Cl>C(O)C>[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[C:4]3[C:5]4[C:10]([CH2:11][C:3]=3[CH:2]=[N:23]2)=[CH:9][CH:8]=[CH:7][CH:6]=4)=[CH:18][CH:17]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 27239044-Methoxyphenylhydrazine hydrochlorideHCID 37648821H-Inden-1-one, 2,3-dihydro-2-(hydroxymethylene)-

生成物 1

HCID 153199401-(4'-Methoxyphenyl)-1,4-dihydro-indeno[1,2-c] pyrazole

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2-Hydroxymethylene inden-l-one (Example 1(ii) (a) (4.0 g; 25 mmol), p-methoxyphenyl hydrazine hydrochloride (Aldrich) (4.41 g; 25.25 mmol), 10 M hydrochloric acid (1 cm3) and ethanol (30 cm3), were heated under reflux, for 21 hours. After cooling, the mixture was concentrated in vacuo and the residue dissolved in dichloromethane, then washed with 2M NaOH, dried, filtered and concentrated in vacuo. Purification by column chromatography [Eluant: (dichloromethane: ethanol: ammonia (200:8:1)] Kugelrohr distillation (170° C.; 0.02 mmHg) and recrystallisation (ethanol) afforded needle shaped crystals, m.p. 102-103° C.

後処理

  1. temperatureunder reflux, for 21 hours
  2. temperatureAfter cooling
  3. concentrationthe mixture was concentrated in vacuo
  4. dissolutionthe residue dissolved in dichloromethane
  5. washwashed with 2M NaOH
  6. customdried
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customPurification by column chromatography [Eluant
  10. distillation(dichloromethane: ethanol: ammonia (200:8:1)] Kugelrohr distillation (170° C.; 0.02 mmHg) and recrystallisation (ethanol)
  11. customafforded needle

出典と根拠

ORDレコード
ord-2d264ec5b08e4c85957d76acb20b40b8
出典データセット
uspto-grants-2000_10
特許番号
US06130228

関連ノート

読み込み中…