2-Bromo-4,5-dimethyl-1,3-thiazole Chemical Properties

Melting point:

31.5-32.0 °C

Boiling point:

95-96 °C(Press: 12 Torr)

Density 

1.589±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

1.97±0.10(Predicted)

Appearance

White to off-white Solid

Safety Information

HazardClass 

IRRITANT

HS Code 

2934100090

2-Bromo-4,5-dimethyl-1,3-thiazole Usage And Synthesis

Synthesis

The general procedure for the synthesis of 2-bromo-4,5-dimethyl-1,3-thiazole from 4,5-dimethylthiazole is as follows: Step 1: Preparation of 4,5-dimethylthiazole-2-thiols Bromine (6.8 mL, 132 mmol) was slowly added dropwise to a solution of 4,5-dimethylthiazole (4.7 mL, 44 mmol) at 0 °C. After the dropwise addition was completed, the reaction mixture was stirred at room temperature overnight. After completion of the reaction, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic layers were combined, dried over anhydrous sodium sulfate, filtered to remove the desiccant, and the filtrate was subsequently concentrated under reduced pressure. The concentrated residue was purified by column chromatography to give 3.9 g of clear oily product in 47% yield.

References

[1] European Journal of Organic Chemistry, 1998, # 4, p. 593 - 594
[2] Patent: WO2010/30811, 2010, A2. Location in patent: Page/Page column 71
[3] Patent: WO2009/55696, 2009, A1. Location in patent: Page/Page column 85

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