Synthetic Route of 262444-15-5. Let’s face it, organic chemistry can seem difficult to learn. Especially from a beginner’s point of view. Like 262444-15-5, Name is (4-Bromothiazol-5-yl)methanol. In a document type is Article, introducing its new discovery.
5-(Hydroxymethyl)thiazole is a versatile building block for many biologically active compounds. A rapid and efficient four- step synthesis of its stable isotope labeled counterpart with four 13C and four deuterium atoms in 32% total yield is reported. Condensation of [13C 2]-chloro acetic acid with [13C]-thiourea gave [ 13C3]-2,4-thiazolidinedione. Reaction of [ 13C3]-2,4-thiazolidinedione with phosphorus oxybromide and [13C, D]-DMF (Me2N13CDO) produced [ 13C4 D]-2,4-dibromo- thiazole-5-carboxaldehyde. The resultant aldehyde was then reduced by sodium borodeuteride to [ 13C4, D2]-(2,4-dibromo- thiazol-5-yl)-methanol. Catalytic deuteration of [13C4, D2]-(2,4- dibromo-thiazol-5-yl)-methanol by palladium black with deuterium gas at 1 atm pressure and room temperature produced completely de-brominated [ 13C4, D4]-5-(hydro- xymethyl)thiazole. De-bromination of the 2,4-dibromothiazole by the catalysis of palladium black provides a simple and convenient synthetic method for the stable isotope labeled and potentially radioactive isotope labeled thiazole compounds. Copyright
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Reference:
Thiazole | C3H18NS – PubChem,
Thiazole | chemical compound | Britannica