Acetic Acid → HCID 178457008, Verbindung

HRID 254847

Reaktionsgleichung

Reaktionsgleichung von HRID 254847
[C:1]1([N:7]2[C:11](=[O:12])[CH2:10][S:9]/[C:8]/2=[N:13]\[CH:14]([CH3:16])[CH3:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17]([O-:20])(=[O:19])C.[Na+].[C:22](O)(=O)[CH3:23]>CC(=O)OCC>[O:19]1[C:1]2[CH:6]=[CH:5][C:22](/[CH:23]=[C:10]3/[C:11](=[O:12])[N:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)/[C:8](=[N:13]/[CH:14]([CH3:16])[CH3:15])/[S:9]/3)=[CH:3][C:2]=2[O:20][CH2:17]1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 517045Sodium AcetateHCID 178457009HCID 178457009, Verbindung

Produkt 1

HCID 178457008HCID 178457008, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 3-phenyl-2-[(Z)-isopropylimino]-thiazolidin-4-one (150 mg, 0.64 mmol), piperonat (192 mg, 1.28 mmol) and sodium acetate (105 mg, 1.28 mmol) in acetic acid (3 mL) is stirred at 110° C. for 4 h. The dark yellow to brown solution is cooled to rt, diluted with EA (75 mL), washed with sat. aq. NaHCO3, followed by water, and evaporated. The crude product is purified by crystallisation from a small amount of methanol (approx. 5 mL) to give 5-benzo[1,3]dioxol-5-ylmeth-(Z)-ylidene-2-[(Z)-isopropylimino]-3-phenyl-thiazolidin-4-one.

Aufarbeitung

  1. washwashed with sat. aq. NaHCO3
  2. customevaporated
  3. customThe crude product is purified by crystallisation from a small amount of methanol (approx. 5 mL)

Quellen und Nachweise

ORD-Eintrag
ord-4ee8e094ddee4826829e646438f5b822
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07875726B2

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