| Identification | Back Directory | [Name]
Ethyl 4-Cyclopropyl-1,3-thiazole-2-carboxylate | [CAS]
439692-05-4 | [Synonyms]
Ethyl 4-cyclopropylthiazole-2-carboxylate
Ethyl 4-Cyclopropyl-1,3-thiazole-2-carboxylate
4-Cyclopropylthiazole-2-carboxylic acid ethyl ester
2-Thiazolecarboxylic acid, 4-cyclopropyl-, ethyl ester | [Molecular Formula]
C9H11NO2S | [MDL Number]
MFCD11656780 | [MOL File]
439692-05-4.mol | [Molecular Weight]
197.25 |
| Chemical Properties | Back Directory | [Boiling point ]
301.5±35.0 °C(Predicted) | [density ]
1.276±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
0.75±0.10(Predicted) |
| Hazard Information | Back Directory | [Uses]
Ethyl 4-cyclopropyl-1,3-thiazole-2-carboxylate | [Synthesis]
General procedure for the synthesis of ethyl 4-cyclopropyl-2-thiazolecarboxylate from ethyl thiooxalate and 1-cyclopropyl-2-bromoacetophenone: 2-bromo-1-cyclopropylacetophenone (6.80 g, 42.0 mmol) and ethyl aminothioacetate (4.66 g, 35.0 mmol) were dissolved in ethanol (50 mL). The reaction mixture was heated to reflux for 1 hour. After completion of the reaction, the mixture was concentrated to dryness. The residue was purified by fast column chromatography (silica gel as stationary phase, eluent hexane/ethyl acetate = 4:1) to afford ethyl 4-cyclopropyl-2-thiazolecarboxylate (6.7 g, 98% yield). Mass spectrometry analysis: calculated value (C9H11NO2S + H)+: 198.06; measured value: (M+H)+ =198.05. | [References]
[1] Patent: US2010/196321, 2010, A1. Location in patent: Page/Page column 22
[2] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 24, p. 7351 - 7356 |
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