Pyridine → 3,5-Dioxohexanoic acid

HRID 1461616Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1461616
[OH:1][CH2:2][CH2:3]NCC(O)CO.C([O:13][C:14](=[O:16])[CH3:15])(=O)C.N1C=CC=CC=1.[CH3:23][C:24](N(C)C)=[O:25]>C(=O)([O-])[O-].[Na+].[Na+]>[CH3:23][C:24]([CH2:3][C:2]([CH2:15][C:14]([OH:13])=[O:16])=[O:1])=[O:25]

Komponenten

6

Edukt 4

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 31374DimethylacetamideHCID 150349453-[(2-Hydroxyethyl)amino]propane-1,2-diol

Produkt 1

HCID 54598443,5-Dioxohexanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 10340Sodium CarbonateLösungsmittel

Versuchsvorschrift

As in Example 12, the title compound is prepared stepwise by first reacting 5-amino-2,4,6-triiodo-3-N-methylaminocarbonylbenzoyl chloride with 3-(N-2-hydroxyethyl)amino-1, 2-propanediol dissolved in DMAc in the presence of sodium carbonate. The product, 5-amino[N-(2,3,-dihydroxypropyl)-N-(2-hydroxyethyl]-2,4,6-triiodo-3-N-methylaminocarbonylbenzamide, is reacted with acetic anhydride in the presence of pyridine to produce the triacetate, [N-(2-acetoxyethyl)-N-(2,3-diacetoxypropyl)]-5-amino-,4,6-triiodo -3-N-methylaminocarbonylbenzamide. This compound is then reacted with 2,4-dibromobutryl bromide, prepared as in Example 12, Step B, and the product is then cyclized, hydrolyzed, and purified as in Example 12, Steps D and E to produce the final product.

Aufarbeitung

  1. customAs in Example 12, the title compound is prepared stepwise

Quellen und Nachweise

ORD-Eintrag
ord-fc367aa39780419a8b3544359115cef5
Quelldatensatz
uspto-grants-1991_12
Patentnummer
US05075502

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