Triethylamine → [[2-(acetylamino)-5-thiazolyl]thio]-N-(2-oxobutyl)acetamide

Temperatur

0 °C

A mixture of [[2-(acetylamino)-5-thiazolyl]thio]acetic acid (9.0 g, 38.8 mmol), HOBT (5.94 g, 38.8 mmol) and ethyldimethylaminopropylcarbodiimide hydrochloride salt (11.16 g, 58.2 mmol) in DMF (50 mL) was stirred at 0° C. for 0.5 h. To this mixture was added 1-amino-2-butanone hydrochloride (5.27 g, 42.7 mmol) followed by triethylamine (15 mL, 107.5 mmol). The mixture was stirred at 0° C. for 0.5 h and at rt for 1 h. Water (200 mL) was added to the mixture and the product was extracted with methylene chloride containing 10% MeOH (5×100 mL). The methylene chloride extract was dried over Na2SO4 and concentrated. The residue was triturated with water and the precipitated solid product was collected by filtration. It was dried to obtain the desired product (10.5 g, 90%), mp 195-196° C.

1. stirringThe mixture was stirred at 0° C. for 0.5 h and at rt for 1 h
2. extractionthe product was extracted with methylene chloride containing 10% MeOH (5×100 mL)
3. extractionThe methylene chloride extract
4. dry with materialwas dried over Na2SO4
5. concentrationconcentrated
6. customThe residue was triturated with water
7. filtrationthe precipitated solid product was collected by filtration
8. customIt was dried

ORD-Eintrag

ord-6aa4e51b9eb349bbab4f57ade73f04a4

Quelldatensatz

uspto-grants-2001_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06262096B1