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| | 2-Bromo-5-thiazolecarboxylic acid Basic information |
| | 2-Bromo-5-thiazolecarboxylic acid Chemical Properties |
| Melting point | 182 °C (dec.) | | Boiling point | 350.0±15.0 °C(Predicted) | | density | 2.062±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | pka | 2.52±0.10(Predicted) | | form | Crystalline Powder | | color | White to off-white | | InChI | InChI=1S/C4H2BrNO2S/c5-4-6-1-2(9-4)3(7)8/h1H,(H,7,8) | | InChIKey | BESGTWHUMYHYEQ-UHFFFAOYSA-N | | SMILES | S1C(C(O)=O)=CN=C1Br | | CAS DataBase Reference | 54045-76-0(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 43 | | Safety Statements | 36/37 | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 29341000 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Skin Sens. 1 |
| | 2-Bromo-5-thiazolecarboxylic acid Usage And Synthesis |
| Chemical Properties | White to brown solid | | Uses | 2-Bromothiazole-5-carboxylic acid is used as a reagent to synthesize azole-based protein kinase B inhibitors, some of which have anti-cancer properties. | | Synthesis | General procedure for the synthesis of 2-bromothiazole-5-carboxylic acid from ethyl 2-bromothiazole-5-carboxylate: an aqueous solution (100 mL) of sodium hydroxide (4.1 g, 102 mmol) was added slowly and dropwise at 0 °C to a solution of tetrahydrofuran (THF, 100 mL) of ethyl 2-bromothiazole-5-carboxylate (20 g, 84.7 mmol). The reaction mixture was stirred continuously at 10 °C for 1 hour. Subsequently, the reaction mixture was neutralized with 6 M hydrochloric acid and extracted with ethyl acetate (3 x 100 mL). The organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 2-bromothiazole-5-carboxylic acid (17.7 g, 100% yield) as a yellow solid. The product was characterized by 1H NMR (400 MHz, DMSO-d6) with chemical shift δ 8.21 (s, 1H). | | References | [1] Patent: WO2015/116663, 2015, A1. Location in patent: Paragraph 0103
[2] Patent: US2011/92475, 2011, A1. Location in patent: Page/Page column 14
[3] Helvetica Chimica Acta, 1954, vol. 37, p. 2057,2064
[4] Patent: US6066639, 2000, A |
| | 2-Bromo-5-thiazolecarboxylic acid Preparation Products And Raw materials |
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