5-fluorothiazol-2-amine

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CAS:64588-82-5
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CAS:64588-82-5

5-fluorothiazol-2-amine manufacturers

5-fluorothiazol-2-amine Basic information
Product Name:5-fluorothiazol-2-amine
Synonyms:5-Fluoro-thiazol-2-ylaMine;2-Thiazolamine, 5-Fluoro-;5-Fluoro-2-Aminothiazol;5-Fluoro-2-thiazolamine;5-fluorothiazol-2-amine;5-Fluoro-2-thiazolaMine hydrochloride;5-Fluoro-2-thiazolaMine h...;2-Amino-5-fluorothiazole hydrochloride
CAS:64588-82-5
MF:C3H3FN2S
MW:118.13
EINECS:
Product Categories:
Mol File:64588-82-5.mol
5-fluorothiazol-2-amine Structure
5-fluorothiazol-2-amine Chemical Properties
storage temp. Keep in dark place,Inert atmosphere,Room temperature
Safety Information
RIDADR UN2811
MSDS Information
5-fluorothiazol-2-amine Usage And Synthesis
Synthesis
Carbamic acid, (5-fluoro-2-thiazolyl)-, 1,1-dimethylethyl ester (9CI)

731018-54-5

5-fluorothiazol-2-amine

64588-82-5

General procedure for the synthesis of 5-fluoro-2-aminothiazoles from N-(5-fluoro-2-thiazolyl)-carbamic acid-1,1-dimethylethyl ester: trifluoroacetic acid (TFA, 27.43 g, 241.00 mmol) was added to tert-butyl N-(5-fluoro-2-thiazolyl)carbamate (10.50 g, 48.1 mmol) in dichloromethane (CH2Cl2, a 100 mL) solution. The reaction mixture was stirred for 3 h at room temperature and then the solvent was removed by rotary evaporator under reduced pressure. The residue was neutralized with aqueous sodium bicarbonate (NaHCO3) and subsequently extracted with dichloromethane (20 mL × 3). The organic layers were combined, washed with saturated saline, dried over anhydrous sodium sulfate and filtered, and concentrated under reduced pressure to give 5-fluoro-2-aminothiazole as a gray solid in a yield of 5.2 g (91.5% yield). Nuclear magnetic resonance hydrogen spectrum (1H NMR, 400 MHz, CDCl3) δ 6.65 (d, J = 2.6 Hz, 1H), 4.69 (br s, 2H). Electrospray ionization mass spectrometry (ESI-MS) m/z calculated value [C3H3FN2S]+ [M + H]+: 119.0; measured value: 119.0.

References[1] Patent: WO2018/11093, 2018, A1. Location in patent: Page/Page column 112
[2] Patent: US2007/213349, 2007, A1. Location in patent: Page/Page column 67
[3] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 11, p. 3875 - 3884
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