1-(2-Ethylbutyl)cyclohexanecarbonyl chloride → HCID 86642989, Verbindung

HRID 1925182Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1925182
[NH2:1][C:2]1[C:3]([SH:12])=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH2:13]([CH:15]([CH2:26][CH3:27])[CH2:16][C:17]1([C:23](Cl)=[O:24])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[CH3:14]>N1C=CC=CC=1>[CH2:13]([CH:15]([CH2:26][CH3:27])[CH2:16][C:17]1([C:23]([NH:1][C:2]2[C:3]([S:12][C:23]([C:17]3([CH2:16][CH:15]([CH2:26][CH3:27])[CH2:13][CH3:14])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]3)=[O:24])=[CH:4][C:5]3[C:10]([CH:11]=2)=[CH:9][CH:8]=[CH:7][CH:6]=3)=[O:24])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[CH3:14]

Komponenten

4

Edukt 2

HCID 106571251-(2-Ethylbutyl)cyclohexanecarbonyl chlorideHCID 132351653-Amino-2-naphthalenethiol

Produkt 1

HCID 86642989HCID 86642989, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of 3-amino-naphthalene-2-thiol in pyridine are added two mol equivalents of 1-(2-ethyl-butyl)-cyclohexanecarbonyl chloride at room temperature. After completion of the addition, the reaction mixture is heated to 60° C. for 2 hours. The pyridine is then removed under reduced pressure, water is added and the mixture is extracted with ethyl acetate. The combined extracts are washed with sat. NaHCO3-solution, diluted hydrochloric acid and brine, dried (Na2SO4) and concentrated to obtain crude 1-(2-ethyl-butyl)-cyclohexanecarbothioic acid S-(3-{[1-(2-ethyl-butyl)-cyclohexanecarbonyl]-amino}-naphthalen-2-yl)ester.

Aufarbeitung

  1. additionAfter completion of the addition
  2. customThe pyridine is then removed under reduced pressure, water
  3. additionis added
  4. extractionthe mixture is extracted with ethyl acetate
  5. washThe combined extracts are washed with sat. NaHCO3-solution, diluted hydrochloric acid and brine
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-76691cd0dce34af4b45e9e1322a44b58
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08178583B2

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