2-Aminothiophenol → 1-(2-Benzothiazol-2-ylmethylpiperidin-1-yl)-2,2,2-trifluoroethanone

HRID 2377995Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2377995
C(O[C:4](=O)[CH2:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][N:7]1[C:12](=[O:17])[C:13]([F:16])([F:15])[F:14])C.[NH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[SH:26]>O>[S:26]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[N:19]=[C:4]1[CH2:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][N:7]1[C:12](=[O:17])[C:13]([F:14])([F:15])[F:16]

Komponenten

4

Edukt 2

HCID 87132-AminothiophenolHCID 86625769[1-(2,2,2-Trifluoroethanoyl)piperidin-2-yl] acetic acid ethyl ester

Produkt 1

HCID 231464011-(2-Benzothiazol-2-ylmethylpiperidin-1-yl)-2,2,2-trifluoroethanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

[1-(2,2,2-Trifluoroethanoyl)piperidin-2-yl] acetic acid ethyl ester, D28 (1.34 g) and 2-aminothiophenol (1.50 g) were suspended in polyphosphoric acid (30 ml) and heated to 90° C. for 2 h with vigorous stirring. After cooling, the reaction mixture was poured into iced water and stirred vigorously for 1 h. The aqueous solution was then extracted several times with ethyl acetate. After drying (MgSO4), the solvent was removed in vacuo and the residue chromatographed (silica gel) to afford the title compound as an oil (1.2 g).

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionThe aqueous solution was then extracted several times with ethyl acetate
  3. dry with materialAfter drying (MgSO4)
  4. customthe solvent was removed in vacuo
  5. customthe residue chromatographed (silica gel)

Quellen und Nachweise

ORD-Eintrag
ord-fe0a6c6294504a7884ec0b76fec06e72
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07470710B2

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