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

HRID 1064000Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1064000
[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 mmol) 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-a2c79396a6da430a820c46c5c44104ee
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06967216B2

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