4-broMo-2-phenylthiazole

4-broMo-2-phenylthiazole Property

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

4-broMo-2-phenylthiazole Chemical Properties,Usage,Production

Synthesis

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