Sodium Hydroxide → 2-(Ethoxymethyl)thiazolo[4,5-c]quinoline

HRID 48268

Reaktionsgleichung

Reaktionsgleichung von HRID 48268
[CH2:1]([O:3][CH2:4][C:5](Cl)=O)[CH3:2].[NH2:8][C:9]1[CH:10]=[N:11][C:12]2[C:17]([C:18]=1[SH:19])=[CH:16][CH:15]=[CH:14][CH:13]=2.[OH-].[Na+]>C(OCC(O)=O)C>[CH2:1]([O:3][CH2:4][C:5]1[S:19][C:18]2[C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:11]=[CH:10][C:9]=2[N:8]=1)[CH3:2]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 84189Ethoxyacetyl chlorideHCID 1785079903-Aminoquinoline-4-thiol

Produkt 1

HCID 226482832-(Ethoxymethyl)thiazolo[4,5-c]quinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 12301Ethoxyacetic acidLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Ethoxyacetyl chloride (6 mL, 53.8 mmol) was added to a suspension of 3-aminoquinoline-4-thiol (4.6 g, 26.1 mmol) in ethoxyacetic acid (50 mL). The reaction mixture was heated at 60° C. overnight. The reaction mixture was concentrated under vacuum to remove a portion of the ethoxyacetic acid. The residue was combined with water (100 mL) and a precipitate formed. The mixture was made basic with 50% sodium hydroxide. The precipitate was isolated by filtration, washed with water and then dried to provide 2-(ethoxymethyl)thiazolo[4,5-c]quinoline as a fluffy green solid.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. customto remove a portion of the ethoxyacetic acid
  3. customa precipitate formed
  4. customThe precipitate was isolated by filtration
  5. washwashed with water
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-fbbd8f43f20b4a05ad5fbfc8b1dc08d0
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06703402B2

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