Hydrochloric Acid → 3-(1,2-dicarboxyethyl)-3-(3-oxobutyl)-imidazo[1,2-a]pyridin-2(3H)-one

HRID 1981338Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1981338
Cl.[C:2]([CH:5]([CH:10]1[N:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]2=[N:12][C:11]1=[O:19])[CH2:6][C:7]([OH:9])=[O:8])([OH:4])=[O:3].[CH:20]([C:22]([CH3:24])=[O:23])=[CH2:21].CO>O>[C:2]([CH:5]([C:10]1([CH2:21][CH2:20][C:22](=[O:23])[CH3:24])[N:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]2=[N:12][C:11]1=[O:19])[CH2:6][C:7]([OH:9])=[O:8])([OH:4])=[O:3]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 6570Methyl vinyl ketoneHCID 203995172-(2-Oxo-2,3-dihydroimidazo[1,2-a]pyridin-3-yl)butanedioic acid

Produkt 1

HCID 203995153-(1,2-dicarboxyethyl)-3-(3-oxobutyl)-imidazo[1,2-a]pyridin-2(3H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 18.9 g (0.066 mole) of the hydrochloride of 3-(1,2-dicarboxyethyl)-imidazo[1,2-a]pyridin-2(3H)-one, 7 g (0.1 mole) of methyl vinyl ketone, 50 ml of methanol and 50 ml of water is stirred at room temperature for 36 hours. The product is then precipitated by the dropwise addition of approximately 15 ml of 4N aqueous sodium hydroxide solution. The precipitate is filtered with suction, washed with water, methanol and acetone and dried in vacuo at 50° C. 8 g (38% of the theoretical yield) of 3-(1,2-dicarboxyethyl)-3-(3-oxobutyl)-imidazo[1,2-a]pyridin-2(3H)-one having a melting point of 195° C. (decomposition) are obtained.

Aufarbeitung

  1. customThe product is then precipitated by the dropwise addition of approximately 15 ml of 4N aqueous sodium hydroxide solution
  2. filtrationThe precipitate is filtered with suction
  3. washwashed with water, methanol and acetone
  4. customdried in vacuo at 50° C

Quellen und Nachweise

ORD-Eintrag
ord-3d1ea877d32141ec9a008ad2e6cc2424
Quelldatensatz
uspto-grants-1985_04
Patentnummer
US04514415

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