Methyl[2-(pyridin-4-yl)ethyl]amine → 2-(N'-Pyrid-4-ylethyl-N'-methylureido)dibenzothiophene

HRID 2055308Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2055308
[N+](C1C=CC(CO[C:10]([NH:12][C:13]2[CH:25]=[CH:24][C:16]3[S:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[C:15]=3[CH:14]=2)=[O:11])=CC=1)([O-])=O.[CH3:28][NH:29][CH2:30][CH2:31][C:32]1[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=1>CCOC(C)=O>[N:35]1[CH:36]=[CH:37][C:32]([CH2:31][CH2:30][N:29]([CH3:28])[C:10](=[O:11])[NH:12][C:13]2[CH:25]=[CH:24][C:16]3[S:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[C:15]=3[CH:14]=2)=[CH:33][CH:34]=1

Komponenten

4

Edukt 2

HCID 143276Methyl[2-(pyridin-4-yl)ethyl]amineHCID 693158012-(4-Nitrobenzoxycarbonylamino)dibenzothiophene

Produkt 1

HCID 98852872-(N'-Pyrid-4-ylethyl-N'-methylureido)dibenzothiophene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

2-(4-Nitrobenzoxycarbonylamino)dibenzothiophene (Example 1; 501 mg, 1.35 mmol) was suspended in EtOAc (10 ml) and 4-[2-(methylamino)ethyl]pyridine (408 mg, 3.0 mol) added in one portion. The resulting mixture was stirred at ambient temperature for 16 hours then further EtOAc (50 ml) added. The solution was washed with 1 M sodium hydroxide (3×25 ml), water (2×25 ml) and brine (25 ml), dried and evaporated in vacuo. NMR 8.44 (m, 3H), 8.34 (d, 1H), 8.13 (m, 1H), 7.96 (m, 1H), 7.82 (d, 1H), 7.55 (dd, 1H), 7.47 (m, 2H), 7.28 (d, 2H), 3.61 (t, 2H), 2.96 (s, 3H), 2.86 (t, 2H); m/z 362.

Aufarbeitung

  1. washThe solution was washed with 1 M sodium hydroxide (3×25 ml), water (2×25 ml) and brine (25 ml)
  2. customdried
  3. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1ee63dc9aa99485c88110b08c5b9c7ae
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07332492B2

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