Sodium Hydroxide → Methyl 2-amino-4-(hydroxymethyl)thiazole-5-carboxylate

HRID 908631Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 908631
[CH3:1][O:2][C:3]([C:5]1[S:9][C:8]([NH2:10])=[N:7][C:6]=1[CH2:11][O:12]C)=[O:4].B(Br)(Br)Br.[OH-].[Na+]>ClCCl>[CH3:1][O:2][C:3]([C:5]1[S:9][C:8]([NH2:10])=[N:7][C:6]=1[CH2:11][OH:12])=[O:4]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 25134Boron tribromideHCID 25220423Methyl 2-amino-4-(methoxymethyl)thiazole-5-carboxylate

Produkt 1

HCID 12308572Methyl 2-amino-4-(hydroxymethyl)thiazole-5-carboxylateAusbeute 72,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The compound (4.68 g) obtained in Step 2 was suspended in dichloromethane (160 ml), and boron tribromide (1.0M dichloromethane solution, 35 ml) was added dropwise with stirring under ice-cooling. The reaction mixture was stirred under ice-cooling for 90 min, 4N aqueous sodium hydroxide solution (26 ml) was added dropwise with stirring under ice-cooling, and the mixture was stirred at room temperature for 30 min. The precipitated solid was collected by filtration, washed with water and acetone, and dried to give the title compound (3.15 g).

Aufarbeitung

  1. temperaturecooling
  2. stirringThe reaction mixture was stirred under ice-
  3. temperaturecooling for 90 min
  4. stirringwith stirring under ice-
  5. temperaturecooling
  6. stirringthe mixture was stirred at room temperature for 30 min
  7. filtrationThe precipitated solid was collected by filtration
  8. washwashed with water and acetone
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-6baca62039b94d15869f4dd323fb72b2
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08017612B2

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