6-Thiophen-2-yl-1,3-dihydro-indol-2-one → 3-[4-(3-dimethylaminopropyl)-3,5-dimethyl-1H-pyrrol-2-ylmethylene]-6-thiophen-2-yl-1,3-dihydro-indol-2-one

HRID 2120202Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2120202
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:14]=[C:13]2[C:9]([CH2:10][C:11](=[O:15])[NH:12]2)=[CH:8][CH:7]=1.[CH3:16][N:17]([CH3:30])[CH2:18][CH2:19][CH2:20][C:21]1[C:22]([CH3:29])=[C:23]([CH:27]=O)[NH:24][C:25]=1[CH3:26]>N1CCCCC1.C(O)C>[CH3:30][N:17]([CH3:16])[CH2:18][CH2:19][CH2:20][C:21]1[C:22]([CH3:29])=[C:23]([CH:27]=[C:10]2[C:9]3[C:13](=[CH:14][C:6]([C:2]4[S:1][CH:5]=[CH:4][CH:3]=4)=[CH:7][CH:8]=3)[NH:12][C:11]2=[O:15])[NH:24][C:25]=1[CH3:26]

Komponenten

5

Edukt 2

HCID 219069896-Thiophen-2-yl-1,3-dihydro-indol-2-oneHCID 219257584-(3-dimethylaminopropyl)-3,5-dimethyl-1H-pyrrole-2-carbaldehyde

Produkt 1

HCID 544131473-[4-(3-dimethylaminopropyl)-3,5-dimethyl-1H-pyrrol-2-ylmethylene]-6-thiophen-2-yl-1,3-dihydro-indol-2-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8082PiperidineKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 6-thiophen-2-yl-1,3-dihydroindol-2-one (100 mg, 0.46 mmol), 4-(3-dimethylaminopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxaldehyde (100 mg, 0.48 mmol), and piperidine (1 drop) in ethanol (2 mL) was stirred at reflux overnight. The precipitate was collected by vacuum filtration, washed with ethanol and dried to give 3-[4-(3-dimethylaminopropyl)-3,5-dimethyl-1H-pyrrol-2-ylmethylene]-6-thiophen-2-yl-1,3-dihydro-indol-2-one.

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-b5af273db04e462d9484b5431486ad31
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06689806B1

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