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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 872658Erstellt: 27. Oktober 2026

Acetic Acid → Methyl 2-(3-hydroxybutan-2-ylamino)thiazole-4-carboxylate

https://huagongshe.com/reaction/872658

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktAcetoinHCID 179—
EduktSodium BicarbonateHCID 516892—
EduktMethyl 2-amino-1,3-thiazole-4-carboxylateHCID 840099—
EduktSodium triacetoxyborohydrideHCID 5049666—
Lösungsmittel1,2-DichloroethaneHCID 11—
ProduktMethyl 2-(3-hydroxybutan-2-ylamino)thiazole-4-carboxylateHCID 8729467568,1%

Reaktionsschritte

Methyl 2-aminothiazole-4-carboxylate (1.0, 6.32 mmol), 3-hydroxy-2-butanone (1.045 ml, 12.01 mmol) and acetic acid (2.278 g, 37.9 mmol) were dissolved in 1,2-dichloroethane. Sodium triacetoxy borohydride (3.75 g, 17.70 mmol) was added and the reaction mixture was stirred overnight. Sodium triacetoxy borohydride (3.1 g) was added in two portions and the reaction mixture was stirred over two nights. 1M NaHCO3 was added slowly and mixture was extracted twice with DCM. DCM phase was dried and evaporated to afford 68.1% of the title product. m/z [230.3+1].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08975254B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-a6bd3f90f4be4c78ba629aeef51036c1
Quellennotizuspto-grants-2015_03