Piperidine → 3-[5-(2-Morpholin-4-yl-ethoxy)-1H-indol-2-ylmethylene]-2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid amide

HRID 49089

Reaktionsgleichung

Reaktionsgleichung von HRID 49089
[O:1]=[C:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([S:11]([NH2:14])(=[O:13])=[O:12])[CH:8]=2)[NH:3]1.[N:15]1([CH2:21][CH2:22][O:23][C:24]2[CH:25]=[C:26]3[C:30](=[CH:31][CH:32]=2)[NH:29][C:28]([CH:33]=O)=[CH:27]3)[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1.N1CCCCC1>C(O)C>[N:15]1([CH2:21][CH2:22][O:23][C:24]2[CH:25]=[C:26]3[C:30](=[CH:31][CH:32]=2)[NH:29][C:28]([CH:33]=[C:10]2[C:9]4[C:4](=[CH:5][CH:6]=[C:7]([S:11]([NH2:14])(=[O:12])=[O:13])[CH:8]=4)[NH:3][C:2]2=[O:1])=[CH:27]3)[CH2:16][CH2:17][O:18][CH2:19][CH2:20]1

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 101982322-Oxoindoline-5-sulfonamideHCID 220421095-(2-morpholin-4-yl-ethoxy)-1H-indole-2-carbaldehyde

Produkt 1

HCID 693434073-[5-(2-Morpholin-4-yl-ethoxy)-1H-indol-2-ylmethylene]-2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid amideAusbeute 73,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of 2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid amide (27 mg, 0.12 mmol), 5-(2-morpholin-4-yl-ethoxy)-1H-indole-2-carbaldehyde (30 mg, 0.11 mmol) and piperidine (0.1 mL) in ethanol (1 mL) was heated at 90° C. for 2 hours. The reaction was cooled at 0° C. for overnight. The precipitate was collected by vacuum filtration, washed with cold ethanol and dried to give 38 mg (62%) of the title compound as an orange solid.

Aufarbeitung

  1. temperatureThe reaction was cooled at 0° C. for overnight
  2. filtrationThe precipitate was collected by vacuum filtration
  3. washwashed with cold ethanol
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-e3f6aac9d2af4f57ace14d07b31f7923
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06706709B2

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