| Identification | Back Directory | [Name]
2-Methylthiazole-4-carboxamide | [CAS]
31825-95-3 | [Synonyms]
2-Methyl-4-thiazolecarboxamide
4-THIAZOLECARBOXAMIDE, 2-METHYL-
2-Methyl-1,3-oxazole-4-carboamide | [Molecular Formula]
C5H6N2OS | [MDL Number]
MFCD00221183 | [MOL File]
31825-95-3.mol | [Molecular Weight]
142.18 |
| Hazard Information | Back Directory | [Uses]
2-Methylthiazole-4-carboxamide is a useful reactant for the synthesis of bisthiazole-?based histone deacetylase inhibitors. | [Synthesis]
Step 1. Synthesis of 2-methylthiazole-4-carboxamide (Compound 2A)
Ethyl 2-methylthiazole-4-carboxylate (Compound 1, 0.8 g, 4.68 mmol) was mixed with an ethanol solution of ammonia (NH3/EtOH, 10 mL) and the reaction was stirred at 60 °C for 6 days. After completion of the reaction, the mixture was concentrated under reduced pressure to give the crude product. The crude product was purified by column chromatography (eluent: petroleum ether/ethyl acetate=1:1) to afford 2-methylthiazole-4-carboxamide (Compound 2, 0.44 g, 77% yield) as a white solid. | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 8, p. 1203 - 1208
[2] Patent: WO2011/106414, 2011, A1. Location in patent: Page/Page column 83
[3] Journal of the Chemical Society, 1946, p. 91
[4] Journal of Organic Chemistry, 2009, vol. 74, # 15, p. 5750 - 5753
[5] Journal of the American Chemical Society, 2011, vol. 133, # 15, p. 5900 - 5904 |
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