2-Amino-3-Hydroxypyridine → 2-(Chloromethyl)(1,3)oxazolo(4,5-b)pyridine

HRID 3923

Reaktionsgleichung

Reaktionsgleichung von HRID 3923
[NH2:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[Cl:9][CH2:10][C:11](OCC)(OCC)OCC>COCCOCCOC>[Cl:9][CH2:10][C:11]1[O:8][C:7]2[C:2]([N:1]=1)=[N:3][CH:4]=[CH:5][CH:6]=2

Komponenten

4

Edukt 2

HCID 281142-Amino-3-HydroxypyridineHCID 3059222-Chloro-1,1,1-triethoxyethane

Produkt 1

HCID 27645692-(Chloromethyl)(1,3)oxazolo(4,5-b)pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8150DiglymeLösungsmittel

Versuchsvorschrift

The commercially available 2-amino-3-hydroxypyridine (5.0 g) and diglyme (30 ml) were heated at 125° C. to obtain a solution. To this solution was added 2-chloro-1,1,1-triethoxyethane (9.9 g) and the mixture was held at 125° for 1 hour. The solution was cooled to room temperature and then decanted to remove a black byproduct residue. The filtrate was diluted with water (50 ml) and the resulting yellow precipitate was collected (1.5 g). A small sample was crystallized from isopropanol (m.p. 115°-118° C.).

Aufarbeitung

  1. customto obtain a solution
  2. customdecanted
  3. customto remove a black byproduct residue
  4. additionThe filtrate was diluted with water (50 ml)
  5. customthe resulting yellow precipitate was collected (1.5 g)
  6. customA small sample was crystallized from isopropanol (m.p. 115°-118° C.)

Quellen und Nachweise

ORD-Eintrag
ord-3b3a232422e4466d95c7b4b7201b4772
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04723010

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