Salicylaldehyde → 3-(2-Hydroxybenzylidene)-6-thiophen-3-yl-1,3-dihydroindol-2-one

HRID 2120200

Reaktionsgleichung

Reaktionsgleichung von HRID 2120200
[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:14]=[C:13]3[C:9]([CH2:10][C:11](=[O:15])[NH:12]3)=[CH:8][CH:7]=2)=[CH:2]1.[OH:16][C:17]1[CH:24]=[CH:23][CH:22]=[CH:21][C:18]=1[CH:19]=O.N1CCCCC1>C(O)C>[OH:16][C:17]1[CH:24]=[CH:23][CH:22]=[CH:21][C:18]=1[CH:19]=[C:10]1[C:9]2[C:13](=[CH:14][C:6]([C:3]3[CH:4]=[CH:5][S:1][CH:2]=3)=[CH:7][CH:8]=2)[NH:12][C:11]1=[O:15]

Komponenten

5

Edukt 3

HCID 6998SalicylaldehydeHCID 8082PiperidineHCID 234390276-Thiophen-3-yl-1,3-dihydroindol-2-one

Produkt 1

HCID 536743653-(2-Hydroxybenzylidene)-6-thiophen-3-yl-1,3-dihydroindol-2-oneAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 6-thiophen-3-yl-1,3-dihydroindol-2-one (100 mg, 0.5 mmol), 2-hyroxy-benzaldehyde (60 mg, 0.5 mmol) and piperidine (0.23 mL) in ethanol (4 mL) was stirred at reflux overnight. The precipitate was collected by vacuum filtration, washed with ethanol and dried to give 110 mg (69%) of 3-(2-hydroxybenzylidene)-6-thiophen-3-yl-1,3-dihydroindol-2-one as yellow-red crystals.

Aufarbeitung

  1. temperatureat reflux overnight
  2. filtrationThe precipitate was collected by vacuum filtration
  3. washwashed with ethanol
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-810dfb8b26d54e3086376f582cc18ff8
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06689806B1

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