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

HRID 1514155Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1514155
[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.[CH2:21]1[CH2:26][CH2:25][CH:24]([CH2:27][N:28]=[C:29]=[O:30])[CH2:23][CH2:22]1.CCCCCC>C1(C)C=CC=CC=1>[CH:24]1([CH2:27][NH:28][C:29]([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:30])[CH2:25][CH2:26][CH2:21][CH2:22][CH2:23]1

Komponenten

5

Edukt 3

HCID 8058HexaneHCID 8724333-[4-(2-Methoxyphenyl)piperazino]propanohydrazideHCID 3414518(Isocyanatomethyl)cyclohexane

Produkt 1

HCID 59536472N-(Cyclohexylmethyl)-2-{3-[4-(2-methoxyphenyl)piperazino]propanoyl}-1-hydrazinecarboxamideAusbeute 87 %

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), cyclohexanemethyl isocyanate (0.16 g, 0.165 mL, 1.16 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 mg (87%) N-(cyclohexylmethyl)-2-{3-[4-(2-methoxyphenyl)piperazino]propanoyl}-1-hydrazinecarboxamide D4 as a pale yellow 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-b91fa6dd1a93457f8d20718ee95a200b
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08222254B2

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