Hexane → N-Cyclooctyl-2-{3-[4-(2-methoxyphenyl)piperazino]propanoyl}-1-hydrazinecarboxamide

HRID 1514154Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1514154
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][C:17]([NH:19][NH2:20])=[O:18])[CH2:11][CH2:10]1.[CH:21]1([N:29]=[C:30]=[O:31])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1.CCCCCC>C1(C)C=CC=CC=1>[CH:21]1([NH:29][C:30]([NH:20][NH:19][C:17](=[O:18])[CH2:16][CH2:15][N:12]2[CH2:11][CH2:10][N:9]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[O:2][CH3:1])[CH2:14][CH2:13]2)=[O:31])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

Komponenten

5

Edukt 3

HCID 8058HexaneHCID 8724333-[4-(2-Methoxyphenyl)piperazino]propanohydrazideHCID 12393370Cyclooctyl isocyanate

Produkt 1

HCID 59536460N-Cyclooctyl-2-{3-[4-(2-methoxyphenyl)piperazino]propanoyl}-1-hydrazinecarboxamideAusbeute 86,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a suspension of 3-[4-(2-methoxyphenyl)piperazino]propanohydrazide D2 (0.30 g, 1.07 mmol) in anhydrous toluene (5 mL), cyclooctyl isocyanate (0.177 g, 1.15 mmol) was added and the mixture was heated at reflux until all solid dissolved. The solution was allowed to cool slowly to room temperature. Hexane was added and the resulting oil was extracted with ethyl acetate, the organic phase was washed with water, dried over MgSO4 and evaporated under reduced pressure to afford 0.40 g (84%) N-cyclooctyl-2-{3-[4-(2-methoxyphenyl)piperazino]propanoyl}-1-hydrazine-carboxamide D3 as a colourless oil.

Aufarbeitung

  1. additionwas added
  2. temperaturethe mixture was heated
  3. temperatureat reflux until all solid
  4. dissolutiondissolved
  5. extractionthe resulting oil was extracted with ethyl acetate
  6. washthe organic phase was washed with water
  7. dry with materialdried over MgSO4
  8. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4a69889e1f3b45cf970bb71e8256ec15
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08222254B2

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