Water → HCID 74326904, Verbindung

HRID 1009187

Reaktionsgleichung

Reaktionsgleichung von HRID 1009187
[OH:1][C:2]1[CH:15]=[CH:14][C:5]([CH:6]=[C:7]2[S:11][C:10](=[O:12])[NH:9][C:8]2=[O:13])=[CH:4][CH:3]=1.[CH3:16][C:17]1([CH2:23]OS(C(F)(F)F)(=O)=O)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[OH:1][C:2]1[CH:15]=[CH:14][C:5]([CH:6]=[C:7]2[S:11][C:10](=[O:12])[N:9]([CH2:16][C:17]3([CH3:23])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)[C:8]2=[O:13])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 5178225-((4-Hydroxyphenyl)methylene)-2,4-thiazolidinedioneHCID 24827766HCID 24827766, Verbindung

Produkt 1

HCID 74326904HCID 74326904, VerbindungAusbeute 42 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of compound vii (0.5 mmol), compound iii (0.6 mmol) and K2CO3 (0.65 mmol) were stirred in DMF (3 mL) at 80° C. for 4 hr, poured into water, extracted with ethyl acetate (3×10 mL), dried and concentrated. The residue was purified by chromatography, affording compound 9 in 42% yield. 1H NMR (300 MHz, CDCl3) δ 0.94 (s, 3H), 1.14-1.86 (m, 10H), 3.63 (s, 2H), 5.69 (s, 1H), 6.94 (d, J=8.40 Hz, 2H), 7.43 (d, J=8.40 Hz, 2H), 7.83 (s, 1H); HRMS exact mass of (M+Na)+, 354.1140 amu; observed mass of (M+Na)+, 354.1141 amu.

Aufarbeitung

  1. extractionextracted with ethyl acetate (3×10 mL)
  2. customdried
  3. concentrationconcentrated
  4. customThe residue was purified by chromatography

Quellen und Nachweise

ORD-Eintrag
ord-e1a6e959fcfb453ab5f9771eaf39757e
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07973062B2

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