2,4-Dibromo-5-thiazolemethanol

2, 4-Dibromo-thiazole-5-carbaldehyde (2.0 g, 7.4 mmol) in methanol (80 mL) was treated with NaBH4 (419 mg, 11.0 mmol). The reaction mixture was stirred at rt overnight, quenched with 10percent NaOH, diluted with water and extracted with ethyl acetate (2X). The solvent was removed, and the resulting residue was chromatographed using hexane/ethyl acetate (3:1) to give the title compound (1.84 g, 91 percent). MS (DCI/NH3) m/z 274 (M)+. 'HNMR(500 MHz, CDC13) ppm 2.11 (s, 1 H) 4.78 (s, 2 H).To a solution of 2, 4-dibromothiazole-5-carbaldehyde (8.0 g, 29.5 mmol) in methanol was added NaBH4 (1.16 g, 29.5 mmol) at 0 °C and the reaction was stirred for 16 at room temperature. The reaction mixture was concentrated, quenched with saturated NH4C1solution, basified with 0. iN NaOH solution and extracted with ethyl acetate. The combined organic layers were dried (Na2SO4), concentrated. Purification of the evaporation residue by column chromatography (30percent EtOAc in petroleum ether) afforded 6.0 g of(2, 4- dibromothiazol-5 -yl)methanol as yellow solid.

Molecular Weight:272.95
XLogP3:2.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:272.82816
Monoisotopic Mass:270.83021
Topological Polar Surface Area:61.4
Heavy Atom Count:9
Complexity:105
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes