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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 26202Erstellt: 24. Oktober 2026

Acetic Anhydride → 2-Bromo-4-formamidothiazole

https://huagongshe.com/de/reaction/26202

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AnhydrideHCID 7918—
EduktAcetic-formic anhydrideHCID 75269—
EduktSodium AcetateHCID 517045—
Edukt2-Bromo-1,3-thiazol-4-amine--hydrogen bromide (1/1)HCID 20294041—
LösungsmittelFormic AcidHCID 284—
LösungsmittelPyridineHCID 1049—
Produkt2-Bromo-4-formamidothiazoleHCID 2029403658%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

Acetic anhydride (100 ml) was cooled to 0° C. and treated with 98% formic acid (50 ml.). The resulting mixture was heated at 50° C. for 15 minutes then cooled to 0° C. To this solution of formic-acetic anhydride was added 4-amino-2-bromothiazole hydrobromide (26 g, 0.1 m) followed dropwise by pyridine (25 ml.). The reaction mixture was allowed to stand for 1 hour at room temperature then poured onto 20% aqueous sodium acetate solution (500 ml). The resulting crystals were removed by filtration, washed once with water (100 ml) then recrystallised from ethanol to give the 2-bromo-4-formamidothiazole (12 g, 58%). m.p. 167° C. d. (Found: C, 23.55; H, 1.6; N, 13.45. C4H3N2BrOS requires C, 23.2; H, 1.45; N, 13.5%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04148904
Quelldatensatzuspto-grants-1979_04
ORD IDord-ce3c772025cf4b678f7c457c13f2cb42
Quellennotizuspto-grants-1979_04