1-(2-AMINO-1,3-THIAZOL-4-YL)ETHANONE Chemical Properties

Melting point:

230 °C

Boiling point:

303.1±15.0 °C(Predicted)

Density 

1.341±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

2.41±0.10(Predicted)

Appearance

Light yellow to khaki Solid

1-(2-AMINO-1,3-THIAZOL-4-YL)ETHANONE Usage And Synthesis

Uses

1-(2-Aminothiazol-4-yl)ethanone is a versatile reactant, used as intermediate in preparation of multicyclic sulfonamide compounds as histone deacetylase inhibitors useful in treatment and prevention of diseases.

Synthesis

General procedure for the synthesis of 2-aminothiazole-4-ethanone from tert-butyl (4-acetylthiazol-2-yl)carbamate: Trifluoroacetic acid (5 mL) was added to the chloroform solution (10 mL) of the above-prepared acetyl compound, and the reaction was stirred at room temperature for 1.5 hours. After completion of the reaction, the reaction solution was concentrated, neutralized to neutral with saturated aqueous sodium bicarbonate solution, and the solid was collected by filtration to afford 2-aminothiazole-4-acetophenone 149 mg (yield: 59%) as a white solid. The product was characterized by 1H-NMR (CDCl3): δ 2.48 (3H, s), 7.35 (1H, s); ESI-MS (m/e): 143 [M + H]+.

References

[1] Patent: EP1598349, 2005, A1. Location in patent: Page/Page column 127

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