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| | METHYL 2-BROMOTHIAZOLE-4-CARBOXYLATE Basic information |
| | METHYL 2-BROMOTHIAZOLE-4-CARBOXYLATE Chemical Properties |
| Melting point | 118-122 | | Boiling point | 263.3±13.0 °C(Predicted) | | density | 1.759±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | Solid | | pka | -1?+-.0.10(Predicted) | | color | White to Light yellow | | Water Solubility | Slightly soluble in water. | | InChI | InChI=1S/C5H4BrNO2S/c1-9-4(8)3-2-10-5(6)7-3/h2H,1H3 | | InChIKey | YOWKNNKTQWCYNC-UHFFFAOYSA-N | | SMILES | S1C=C(C(OC)=O)N=C1Br | | CAS DataBase Reference | 170235-26-4(CAS DataBase Reference) |
| Hazard Codes | Xi | | Safety Statements | 24/25 | | Hazard Note | Irritant/Keep Cold | | HS Code | 29339900 |
| | METHYL 2-BROMOTHIAZOLE-4-CARBOXYLATE Usage And Synthesis |
| Chemical Properties | Yellow-brown powder | | Uses | It is employed as a intermediate for pharmaceutical. | | Synthesis | The synthesis of methyl 2-bromothiazole-4-carboxylate is as follows:
The crude ethyl ester 228 (12.7 g) was dissolved in methanol (150 mL), and concentrated sulfuric acid (1 mL) was added. The mixture was heated to reflux for 12 hr (TLC control). The solvent was evaporated, the residue was diluted with H2O (150 mL), neutralized with saturated sodium bicarbonate solution, and extracted with dichloromethane (4 x 100 mL). The combined extracts were dried with sodium sulfate and concentrated. Purification by column chromatography (silica gel, 80 g, ethyl acetate/cyclohexane = 1:15) gave 6.5 g methyl ester 230 (29.4 mmol, 49 % over three steps) as a colorless solid. TLC: Rf = 0.55 (ethyl acetate/cyclohexane = 1:2).
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| | METHYL 2-BROMOTHIAZOLE-4-CARBOXYLATE Preparation Products And Raw materials |
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