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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1809983Erstellt: 24. Oktober 2026

Diisopropylethylamine → 3-(2-Amino-thiazol-5-ylsulfanyl)-2,2-dimethyl-propionic acid ethyl ester

https://huagongshe.com/de/reaction/1809983

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt3-Bromo-2,2-dimethylpropanoic acidHCID 271932—
Edukt[(2-Amino-1,3-thiazol-5-yl)sulfanyl]formonitrileHCID 3109677—
EduktSodium borohydrideHCID 4311764—
LösungsmittelMethanolHCID 887—
LösungsmittelWaterHCID 962—
Produkt3-(2-Amino-thiazol-5-ylsulfanyl)-2,2-dimethyl-propionic acid ethyl esterHCID 57481429—

Reaktionsschritte

5-thiocyanato-thiazol-2-ylamine (15.7 g) was dissolved in degassed methanol and sodium borohydride (4.5 g) in MeOH was added in one portion. The reaction was stirred for 30 min and 3-bromo-2,2-dimethyl-propionic acid (27 g) and diisopropylethylamine (17 mL) was added and the reaction stirred overnight at room temperature. The reaction was diluted with water, partially concentrated in vacuo and 5% citric acid was added until pH 4. The brown precipitate was filtered, washed with water and acetonitrile, and dried over night at room temperature. The residue was stirred with ethanol, filtered, washed with ethanol and dried in a vacuum oven at 40° C. to give 3-(2-amino-thiazol-5-ylsulfanyl)-2,2-dimethyl-propionic acid ethyl ester.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08362049B2
Quelldatensatzuspto-grants-2013_01
ORD IDord-4f57f6ac661c4db8b1875863225215d3
Quellennotizuspto-grants-2013_01