| Identification | Back Directory | [Name]
(2,4-DIMETHYL-1,3-THIAZOL-5-YL)METHANOL | [CAS]
50382-32-6 | [Synonyms]
RARECHEM AL BD 1354
2,4-DIMETHYLTHIAZOLE-5-METHANOL
5-Thiazolemethanol, 2,4-dimethyl-
(2,4-dimethyl-5-thiazolyl)methanol
(2,4-Dimethylthiazol-5-yl)methanol
(2,4-DIMETHYL-1,3-THIAZOL-5-YL)METHANOL
2,4-Dimethyl-5-(hydroxymethyl)-1,3-thiazole | [Molecular Formula]
C6H9NOS | [MDL Number]
MFCD03086098 | [MOL File]
50382-32-6.mol | [Molecular Weight]
143.21 |
| Chemical Properties | Back Directory | [Melting point ]
56 °C | [Boiling point ]
111-119°C 1mm | [density ]
1.208±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
13.66±0.10(Predicted) | [Appearance]
Light yellow to yellow Solid |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of (2,4-dimethyl-1,3-thiazol-5-yl)methanol from ethyl 2,4-dimethylthiazole-5-carboxylate: ethyl 2,4-dimethylthiazole-5-carboxylate (500 mg, 2.70 mmol) was dissolved in anhydrous tetrahydrofuran (10 mL), and lithium aluminium hydroxide (205 mg, 5.40 mmol) was slowly added at 0 °C. After the reaction lasted for 1 h, the reaction was quenched by careful addition of water (10 mL). Subsequently, the reaction mixture was extracted with ethyl acetate (15 mL x 3), the organic phases were combined and dried over anhydrous sodium sulfate. After concentration under reduced pressure, the reaction was purified by preparative thin layer chromatography (TLC) plates (unfolding reagent ratio 1:1 petroleum ether/ethyl acetate, Rf = 0.4) to afford the target product (2,4-dimethyl-1,3-thiazol-5-yl)methanol (300 mg, yellow solid) in 77% yield.1H NMR (400 MHz, methanol-d4) δ: 4.68 (s, 2H) 2.64 (s, 3H), 2.33 (s, 3H). | [References]
[1] Patent: EP3299371, 2018, A1. Location in patent: Paragraph 0252; 0253; 0254
[2] Journal of Medicinal Chemistry, 1973, vol. 16, p. 978 - 984
[3] Patent: EP1186604, 2002, A1. Location in patent: Page 131-132 |
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