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141305-40-0

141305-40-0 Structure

141305-40-0 Structure
IdentificationBack Directory
[Name]

4-broMo-2-phenylthiazole
[CAS]

141305-40-0
[Synonyms]

4-broMo-2-phenylthiazole
Thiazole,4-bromo-2-phenyl-
4-bromo-2-phenyl-1,3-thiazole
[Molecular Formula]

C9H6BrNS
[MOL File]

141305-40-0.mol
[Molecular Weight]

240.12
Chemical PropertiesBack Directory
[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)
[Appearance]

Off-white to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P280-P305+P351+P338-P310
Spectrum DetailBack Directory
[Spectrum Detail]

4-broMo-2-phenylthiazole(141305-40-0)1HNMR
Hazard InformationBack Directory
[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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