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| | Ethyl 3-methyl-imidazo[2,1-b]thiazole 4-carboxylate Basic information |
| Product Name: | Ethyl 3-methyl-imidazo[2,1-b]thiazole 4-carboxylate | | Synonyms: | Ethyl 6-methylimidazo[2,1-b]thiazole-5-carboxylate;6-Methylimidazo[2,1-b][1,3]thiazole-5-carboxylate;6-methyl-5-imidazo[2,1-b]thiazolecarboxylic acid ethyl ester;Imidazo[2,1-b]thiazole-5-carboxylic acid, 6-methyl-, ethyl ester;Ethyl 3-methyl-imidazo[2,1-b]thiazole 4-carboxylate | | CAS: | 57626-37-6 | | MF: | C9H10N2O2S | | MW: | 210.25 | | EINECS: | | | Product Categories: | | | Mol File: | 57626-37-6.mol | ![Ethyl 3-methyl-imidazo[2,1-b]thiazole 4-carboxylate Structure](CAS/GIF/57626-37-6.gif) |
| | Ethyl 3-methyl-imidazo[2,1-b]thiazole 4-carboxylate Chemical Properties |
| Melting point | 98 °C | | density | 1.37±0.1 g/cm3(Predicted) | | storage temp. | 2-8°C | | pka | 4.81±0.40(Predicted) | | Appearance | White to off-white Solid |
| | Ethyl 3-methyl-imidazo[2,1-b]thiazole 4-carboxylate Usage And Synthesis |
| Uses | Ethyl 6-methylimidazo[2,1-b]thiazole-5-carboxylate | | Synthesis | The reaction was carried out with 2-aminothiazole (3.00 g, 29.99 mmol) and ethyl 2-chloroacetoacetate (4.96 mL, 35.99 mmol) in 1,2-dimethoxyethane (30 mL) at 90 °C for 6 hours. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure and diluted with ethyl acetate (80 mL), followed by washing the organic layer with water (3 x 30 mL). The organic layer was separated and dried with anhydrous sodium sulfate and concentrated in vacuum to obtain the crude product. The crude product was purified by column chromatography using 20% ethyl acetate/hexane as eluent to give ethyl 6-methylimidazo[2,1-b]thiazole-5-carboxylate (2a) (5.20 g, 82% yield) as an off-white solid. The molecular weight of the product was confirmed to be 211 [M + H]+ by electrospray ionization mass spectrometry (ESIMS), followed by the next step of the reaction. | | References | [1] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 6, p. 1298 - 1307
[2] European Journal of Medicinal Chemistry, 1994, vol. 29, # 12, p. 981 - 983
[3] Patent: WO2010/90716, 2010, A1. Location in patent: Page/Page column 328
[4] Farmaco, Edizione Scientifica, 1983, vol. 38, # 7, p. 533 - 545
[5] Archiv der Pharmazie, 1976, vol. 309, # 12, p. 959 - 965 |
| | Ethyl 3-methyl-imidazo[2,1-b]thiazole 4-carboxylate Preparation Products And Raw materials |
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