Hydrochloric Acid → 2,4-Thiazolidinedione, 5-((4-((3,4-dihydro-6-hydroxy-5,7,8-trimethyl-2H-1-benzopyran-2-yl)methoxy)phenyl)methyl)-

HRID 1589686Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1589686
C([O:4][C:5]1[C:6]([CH3:33])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][CH:10]([CH2:17][O:18][C:19]1[CH:32]=[CH:31][C:22]([CH2:23][CH:24]3[S:28][C:27](=N)[NH:26][C:25]3=[O:30])=[CH:21][CH:20]=1)[CH2:9][CH2:8]2)(=O)C.Cl.[OH2:35]>COCCO>[OH:4][C:5]1[C:6]([CH3:33])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][CH:10]([CH2:17][O:18][C:19]1[CH:20]=[CH:21][C:22]([CH2:23][CH:24]3[S:28][C:27](=[O:35])[NH:26][C:25]3=[O:30])=[CH:31][CH:32]=1)[CH2:9][CH2:8]2

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 140341620HCID 140341620, Verbindung

Produkt 1

HCID 99542592,4-Thiazolidinedione, 5-((4-((3,4-dihydro-6-hydroxy-5,7,8-trimethyl-2H-1-benzopyran-2-yl)methoxy)phenyl)methyl)-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80192-MethoxyethanolLösungsmittel

Versuchsvorschrift

290 mg of 5-[4-(6-acetoxy-5,7,8-trimethylchroman-2-ylmethoxy)benzyl]-2-iminothiazolidin-4-one (prepared as described in Example 4) were added to a mixture of 3 ml of concentrated hydrochloric acid, 1.5 ml of water and 5 ml of ethylene glycol monomethyl ether, and the mixture was heated under reflux for 3.5 hours. The reaction mixture was then processed and purified as described in Example 1(a), and the crude product, in the form of an oil, was subjected to column chromatography through silica gel. The title compound, melting at 158°-159° C., was obtained from the fractions eluted with a 4:1 by volume mixture of benzene and ethyl acetate.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3.5 hours
  3. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-124afa9d90e14a77bdbdfc17b244932e
Quelldatensatz
uspto-grants-1986_02
Patentnummer
US04572912

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