2-Methoxyethylamine → methyl 5-[N-acetyl-N-(2-methoxyethyl)amino]-4,7-dihydro-6-(2-methoxyethyl)amino-4,7-dioxobenzo[b]thiophene-2-carboxylate

HRID 1582195Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1582195
[CH3:1][O:2][CH2:3][CH2:4][NH2:5].[C:6]([N:9]([C:14]1[C:15](=[O:28])[C:16]2[CH:20]=[C:19]([C:21]([O:23][CH3:24])=[O:22])[S:18][C:17]=2[C:25](=[O:27])[CH:26]=1)[CH2:10][CH2:11][O:12][CH3:13])(=[O:8])[CH3:7]>O1CCCC1>[C:6]([N:9]([C:14]1[C:15](=[O:28])[C:16]2[CH:20]=[C:19]([C:21]([O:23][CH3:24])=[O:22])[S:18][C:17]=2[C:25](=[O:27])[C:26]=1[NH:5][CH2:4][CH2:3][O:2][CH3:1])[CH2:10][CH2:11][O:12][CH3:13])(=[O:8])[CH3:7]

Komponenten

4

Edukt 2

HCID 80182-MethoxyethylamineHCID 12987500methyl 5-[N-acetyl-N-(2-methoxyethyl)amino]-4,7-dihydro-4,7-dioxobenzo[b]thiophene-2-carboxylate

Produkt 1

HCID 22719980methyl 5-[N-acetyl-N-(2-methoxyethyl)amino]-4,7-dihydro-6-(2-methoxyethyl)amino-4,7-dioxobenzo[b]thiophene-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2-Methoxyethylamine (0.15 ml) was added to a solution of methyl 5-[N-acetyl-N-(2-methoxyethyl)amino]-4,7-dihydro-4,7-dioxobenzo[b]thiophene-2-carboxylate (0.39 g) in tetrahydrofuran (30 ml) and the mixture was stirred at room temperature for 6.5 hours. The solvent was evaporated and the residue was purified by silica gel column chromatography (elution with hexane-ethyl acetate 50:1 solution) to give methyl 5-[N-acetyl-N-(2-methoxyethyl)amino]-4,7-dihydro-6-(2-methoxyethyl)amino-4,7-dioxobenzo[b]thiophene-2-carboxylate (0.39 g) as a reddish purple oil.

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe residue was purified by silica gel column chromatography (elution with hexane-ethyl acetate 50:1 solution)

Quellen und Nachweise

ORD-Eintrag
ord-e414575204514a368c714cc5f88fa0ae
Quelldatensatz
uspto-grants-2004_05
Patentnummer
US06734203B2

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