CAS:4175-77-3 | 2,4-Dibromothiazole

Name:2,4-Dibromothiazole

Synonyms:2,4-Dibromo-1,3-thiazole;2,4-BROMOTHIAZOLE;2,4-Dibrmothiazole;2,4-dibormothiazole;2,4-DIBROMOTHIAZOLE;2,4-Dibromothiazole;Thiazole,2,4-dibroMo-;2,4-DIBROMOTHIAZOLE ;2,4-Dibromothiazole;2,4-DIBROMOTHIAZOLE,

CAS:4175-77-3

Purity:98%

Molecular Formula:C₃HBr₂NS

Molecular Weight:242.92

Melting Point:80-84℃

Boiling Point:242.8±13.0 °C(Predicted)

Density:2.324±0.06 g/cm³(Predicted)

Appearance:White to brown solid

Sensitivity:Air sensitive

pKa:-1.93±0.10(Predicted)

Storage condition:Keep in dark place,Sealed in dry,Room Temperature 

InChI:InChI=1S/C3HBr2NS/c4-2-1-7-3(5)6-2/h1H

InChI Key:MKEJZKKVVUZXIS-UHFFFAOYSA-N

Application:2,4-Dibromothiazole(CAS:4175-77-3) is applied as a building block in a synthesis of Melithiazole C employing a highly (E)-selective cross-metathesis between the derived 4-vinylthiazole and a dienote side-chain. It is also used as an intermediate in the preparation of various 2,4-disubstituted thiazole derivatives with biologically active properties such as survival motor neuron (SMN) protein modulators.

Reference: 

Julian Gebauer; Stellios Arseniyadis; Janine Cossy. A concise total synthesis of melithiazole C. Organic Letters. 2007, 9,(17), 3425-3427.

A.Spiess; G.Heckmann; T.Bach. Regio- and stereoselective synthesis of α-chiral 2-substituted 4-bromo-thiazoles from 2,4-dibromothiazole by bromine-magnesium exchange. Building blocks for the synthesis of thiazolyl peptides and dolabellin. Synlett. 2004, (1), 131-133.

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