2,4-Dibromothiazole (5).

To a 500 mL, round-bottom flask

equipped with a reflux condenser were added 2,4-thiazolidinedione
(3.51 g, 30 mmol), phosphorus pentoxide, (21.29 g, 150 mmol), and
tetrabutylammonium bromide (20.56 g, 70 mmol). The solids were
dissolved in 60 mL of toluene and heated to a gentle reflux for 20 h.
The solution was cooled to room temperature, and 100 mL of
saturated Na2CO3 was added. The solution was adjusted to pH 8 with
solid Na2CO3 and extracted with diethyl ether, and the organic layer
dried over MgSO4. The resulting residue was purified via a short silica
plug (ca. 3 cm) in pure hexanes to afford a white solid in 85−91%
yield (6.20−6.53 g). Mp: 81.4−82.1 °C (lit.21 mp 82 °C). 1
H NMR: δ
7.21 (s, 1H). 13C NMR: δ 136.3, 124.3, 120.8. NMR data agree well
with previously reported values

2,4-thiazolidinedione 2295-31-0 117.13 1 1.5 0.013

phosphorus pentoxide 1314-56-3 141.94 5 9.09 0.064
tetrabutylammonium b1643-19-2 322.37 2.33 9.62 0.030
toluene 286.69 1.5 5.51 0.0192094

2,4-Dibromothiazole 4175-77-3 242.92 3.11

50% 1.56

0.5
5

2,4-thiazolidinedione 2295-31-0 3600 0.1 54000

phosphorus pentoxide 1314-56-3 475 0.25 17268.377
tetrabutylammonium b1643-19-2 270 1 2597.1523
POBr3 7789-59-5 7003 0.025
8200 0.1

0.025 17000
1 680000
 Rate Kg Aldric
112500 75000 1
34597 11420 3
87154 45,302.44 5
385501 7000 0.1
619751 111555 731307

9900
99000 9060.488

spectrochem.
spectrochem.
Meck Pharmaceuticals & Chemicals Pvt. Ltd.
Aldrich
spectrochem.