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

HRID 366385

반응식

HRID 366385 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2d264ec5b08e4c85957d76acb20b40b8
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06130228

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