| Identification | Back Directory | [Name]
2-(TRIFLUOROMETHYL)-1,3-THIAZOLE-4-CARBOXYLIC ACID | [CAS]
915030-08-9 | [Synonyms]
4-Carboxy-2-(trifluoromethyl)-1,3-thiazole
2-(trifluoroMethyl)thiazole-4-carboxylic acid
4-Thiazolecarboxylic acid, 2-(trifluoromethyl)-
2-(TRIFLUOROMETHYL)-1,3-THIAZOLE-4-CARBOXYLIC ACID
Name 2-(Trifluoromethyl)-1,3-thiazole-4-carboxylic acid | [Molecular Formula]
C5H2F3NO2S | [MDL Number]
MFCD09258845 | [MOL File]
915030-08-9.mol | [Molecular Weight]
197.14 |
| Chemical Properties | Back Directory | [Melting point ]
179-184°C | [Boiling point ]
224.6±40.0 °C(Predicted) | [density ]
1.668±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
solid | [pka]
3.09±0.10(Predicted) | [color ]
Gray |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 2-(trifluoromethyl)-1,3-thiazole-4-carboxylic acid from ethyl 2-(trifluoromethyl)thiazole-4-carboxylate was as follows: ethyl 2-(trifluoromethyl)thiazole-4-carboxylate (400 mg, 1.176 mmol) was dissolved in a solvent mixture of THF/methanol (9:1, v/v), and a 1 M aqueous lithium hydroxide (3.55 mL, 3.55 mmol). The reaction mixture was stirred at room temperature for 1 h, followed by adjusting the pH with dilute hydrochloric acid to 2. The reaction mixture was extracted three times with ethyl acetate, the organic phases were combined, dried over anhydrous sodium sulfate and concentrated to dryness under reduced pressure. The product yield was 93% and mass spectrometric detection showed m/z [M+H]+ of 197.1. | [References]
[1] Patent: WO2011/51540, 2011, A1. Location in patent: Page/Page column 140-141
[2] Patent: WO2006/122200, 2006, A1. Location in patent: Page/Page column 44
[3] Patent: US2009/131431, 2009, A1. Location in patent: Page/Page column 148
[4] Patent: WO2007/36733, 2007, A1. Location in patent: Page/Page column 222-223
[5] Patent: WO2009/147188, 2009, A1. Location in patent: Page/Page column 110 |
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