Identification | Back Directory | [Name]
5-(pyridin-4-yl)thiazol-2-aMine | [CAS]
40353-55-7 | [Synonyms]
2-Amino-5-(4-pyridyl)thiazole 5-(4-PYRIDINYL)-2-THIAZOLAMINE 5-(pyridin-4-yl)thiazol-2-aMine 2-Thiazolamine, 5-(4-pyridinyl)- [5-(Pyridin-4-yl)thiazol-2-yl]amine | [Molecular Formula]
C8H7N3S | [MDL Number]
MFCD12785838 | [MOL File]
40353-55-7.mol | [Molecular Weight]
177.23 |
Chemical Properties | Back Directory | [Boiling point ]
378.9±17.0 °C(Predicted) | [density ]
1.333±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
3?+-.0.10(Predicted) |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 5-(4-pyridinyl)-2-thiazolamine from 2-bromo-1-(pyridin-4-yl)ethanone and 2-aminothiazole (CAS: 17356-08-0): to an ethanol solution of 2-bromo-1-(pyridin-4-yl)ethanone (5.00 g, 17.8 mmol) and 2-thiourea (1.25 mL, 23.1 mmol) was added triethylamine (2.5 mL, 17.8 mmol). The reaction mixture was heated at 60 °C for 20 h. After completion of the reaction, the mixture was concentrated under reduced pressure. To the concentrated residue was added water (15 mL) and saturated aqueous sodium bicarbonate (4 mL), followed by extraction with ethyl acetate (3 x 20 mL). After combining the organic phases and removing the solvents under reduced pressure, the residue was purified by fast column chromatography on silica gel with an eluent gradient of 0-70% ethyl acetate/hexane to afford 5-(4-pyridyl)-2-thiazolamine (5.B) as a yellow solid (2.71 g, 86% yield). | [References]
[1] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 9, p. 829 - 834 [2] Patent: WO2010/93849, 2010, A2. Location in patent: Page/Page column 43 |
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