2,4-Dibromothiazole
-
2,4-Dibromothiazole
structure -
-
CAS No:
4175-77-3
-
Formula:
C3HBr2NS
-
Chemical Name:
2,4-Dibromothiazole
-
Synonyms:
2,4-BROMOTHIAZOLE;2,4-Dibrmothiazole;2,4-dibormothiazole;2,4-DIBROMOTHIAZOLE;Thiazole,2,4-dibroMo-;2,4-DIBROMOTHIAZOLE98%;2,4-Dibromo-1,3-thiazole;2,4-Dibromothiazole,98%;2,4-DIBROMOTHIAZOLE,97+%
-
CAS No:
Characteristics
41.1
3
Off-white crystalline powder
2.3±0.1 g/cm3
80-84°C
242.8°C at 760 mmHg
100.6±19.8 °C
1.650
Keep Cold
Safety Information
NONH for all modes of transport
3
R22;R37/38;R41
S26-S39
Xn:Harmful
P261-P280-P305 + P351 + P338
H302-H315-H318-H335
|Danger|H302 (93.02%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 43 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2,4-Dibromothiazole Use and Manufacturing
Preparation of 2-Amino-3-methyl-5-(3-pyrimidin-5-ylphenyl)-5-(1, 3-thiazol-4-yl)-3, 5-dihydro-4H-imidazol-4-one; Step a); Preparation of Compound 2; A mixture of 2, 4-thiazolidinedione 1 (2.28 g, 19.5 mmol) and phosphorous oxybromide (25.0 g, 87.0 mmol) was heated at 130° C. for 30 min, then cooled to room temperature. The reaction was diluted with ice water (300 mL) and carefully neutralized by the addition of solid sodium carbonate in small portions. Once neutral, the mixture was extracted with dichloromethane (3.x.150 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated. Purification of the residue by flash chromatography (silica, 0:100 to 5:95 ethyl acetate/hexanes) afforded 2 (3.34 g, 71percent) as light yellow crystals: 2-4-thiazolidinione (10 g, 0.085 mol) was added portionwise to stirred phosphorus oxybromide (160 g) at 80° C. The mixture was then warmed slowly to 125° C. with stirring (vigorous evolution of HBr occurred at approximately 118° C.) and held at 125° C. for 2 hrs. After cooling, the resultant solid was added portionwise to ice/sodium bicarbonate and the brown solid was collected by filtration. The reaction was repeated as above on 10 g and then on 20 g scale, and all three batches of the brown solids were combined. The crude combined material was purified via short path silica gel column chromatograph. The purified product was isolated as a pale yellow solid (41.23 g, 50percent).A mixture of 21-1 (5.0 g, 38.42 mmol) and POBrCompound 22-2 (0434) A mixture of 22-1 (5.0 g, 38.42 mmol) and POBrThiazolidinone (3.43 g, 29.32 mmol) and POBr
2,4-Dibromothiazole is an intermediate used in the preparation of various 2,4-disubstituted thiazole derivatives with biologically active properties such as survival motor neuron (SMN) protein modula tors.
Computed Properties
Molecular Weight:242.92
XLogP3:3
Hydrogen Bond Acceptor Count:2
Exact Mass:242.81760
Monoisotopic Mass:240.81965
Topological Polar Surface Area:41.1
Heavy Atom Count:7
Complexity:70
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
