4-broMo-2-phenylthiazole

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4-broMo-2-phenylthiazole Basic information
Product Name:4-broMo-2-phenylthiazole
Synonyms:4-broMo-2-phenylthiazole;Thiazole,4-bromo-2-phenyl-;4-bromo-2-phenyl-1,3-thiazole
CAS:141305-40-0
MF:C9H6BrNS
MW:240.12
EINECS:
Product Categories:
Mol File:141305-40-0.mol
4-broMo-2-phenylthiazole Structure
4-broMo-2-phenylthiazole Chemical Properties
Melting point 65-67 °C
Boiling point 335.6±34.0 °C(Predicted)
density 1.563±0.06 g/cm3(Predicted)
storage temp. Store at room temperature
pka-0.34±0.10(Predicted)
AppearanceOff-white to light yellow Solid
Safety Information
MSDS Information
4-broMo-2-phenylthiazole Usage And Synthesis
Synthesis
2,4-Dibromothiazole

4175-77-3

Phenylboronic acid

98-80-6

4-broMo-2-phenylthiazole

141305-40-0

Palladium(II) acetate (0.084 g, 0.38 mmol) was mixed with xantphos (0.220 g, 0.38 mmol) in 25 mL of tetrahydrofuran under nitrogen atmosphere. After stirring for 5 min, the resulting solution was transferred to a round-bottomed flask containing 2,4-dibromothiazole (3.64 g, 15 mmol), phenylboronic acid (1.96 g, 16 mmol) and potassium phosphate (9.55 g, 45 mmol). The reaction mixture was heated at 60 °C for 18 h, subsequently cooled to room temperature, filtered and washed with dichloromethane. The solvent was removed under reduced pressure to afford the crude product, which was purified by silica gel column chromatography using hexane:ethyl acetate as eluent to afford 4-bromo-2-phenylthiazole as a white solid (3 g, 84% yield).1H NMR (400 MHz, CDCl3) δ: 7.95 (dd, J = 3.4 Hz, 8.2 Hz, 2H), 7.47-7.46 (m 3H), 7.23 (s, 1H).LRMS (ESI) calculated value C9H6BrNS [M + H]+: 241.12, measured value: 241.00.

References[1] Patent: WO2015/191630, 2015, A1. Location in patent: Paragraph 00287
[2] Journal of Organic Chemistry, 2010, vol. 75, # 5, p. 1733 - 1739
[3] Patent: JP2018/140974, 2018, A. Location in patent: Paragraph 0067; 0068
[4] Patent: EP2455371, 2012, A1. Location in patent: Page/Page column 22
[5] Patent: US2013/296271, 2013, A1. Location in patent: Paragraph 0175
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